{"id":"https://openalex.org/W2014489293","doi":"https://doi.org/10.1021/ja3083494","title":"Diastereo- and Enantioselective Pd(II)-Catalyzed Additions of 2-Alkylazaarenes to N-Boc Imines and Nitroalkenes","display_name":"Diastereo- and Enantioselective Pd(II)-Catalyzed Additions of 2-Alkylazaarenes to N-Boc Imines and Nitroalkenes","publication_year":2012,"publication_date":"2012-10-10","ids":{"openalex":"https://openalex.org/W2014489293","doi":"https://doi.org/10.1021/ja3083494","mag":"2014489293","pmid":"https://pubmed.ncbi.nlm.nih.gov/23051617"},"language":"en","primary_location":{"id":"doi:10.1021/ja3083494","doi":"https://doi.org/10.1021/ja3083494","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja3083494","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.research.ed.ac.uk/files/8487680/HWL_DanSzymon_Enantioselective_Azaarene_Addition_to_Imines_JACS_Submission_Revised_Final_.pdf","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5113993961","display_name":"Daniel Best","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I98677209","display_name":"University of Edinburgh","ror":"https://ror.org/01nrxwf90","country_code":"GB","type":"education","lineage":["https://openalex.org/I98677209"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Daniel Best","raw_affiliation_strings":["EaStCHEM,\rSchool of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom","EaStCHEM,#R#School of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"EaStCHEM,\rSchool of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom","institution_ids":["https://openalex.org/I98677209"]},{"raw_affiliation_string":"EaStCHEM,#R#School of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom","institution_ids":["https://openalex.org/I98677209"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5075456495","display_name":"Szymon Kujawa","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I98677209","display_name":"University of Edinburgh","ror":"https://ror.org/01nrxwf90","country_code":"GB","type":"education","lineage":["https://openalex.org/I98677209"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Szymon Kujawa","raw_affiliation_strings":["EaStCHEM,\rSchool of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"EaStCHEM,\rSchool of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom","institution_ids":["https://openalex.org/I98677209"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5072023551","display_name":"Hon Wai Lam","orcid":"https://orcid.org/0000-0001-7543-256X","observed_orcids":["https://orcid.org/0000-0001-7543-256X"]},"institutions":[{"id":"https://openalex.org/I98677209","display_name":"University of Edinburgh","ror":"https://ror.org/01nrxwf90","country_code":"GB","type":"education","lineage":["https://openalex.org/I98677209"]}],"countries":["GB"],"is_corresponding":true,"raw_author_name":"Hon Wai Lam","raw_affiliation_strings":["EaStCHEM,\rSchool of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"EaStCHEM,\rSchool of Chemistry, University of Edinburgh, Edinburgh EH9 3JJ, United Kingdom","institution_ids":["https://openalex.org/I98677209"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5072023551"],"corresponding_institution_ids":["https://openalex.org/I98677209"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":3.007,"has_fulltext":true,"cited_by_count":116,"citation_normalized_percentile":{"value":0.91285113,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":100},"biblio":{"volume":"134","issue":"44","first_page":"18193","last_page":"18196"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.8159000277519226,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.8159000277519226,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.17100000381469727,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.002099999925121665,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/palladium-ii-catalysis","display_name":"palladium(II) catalysis","score":0.875},{"id":"https://openalex.org/keywords/diastereoselective-addition","display_name":"diastereoselective addition","score":0.8479999899864197},{"id":"https://openalex.org/keywords/enantioselective-addition","display_name":"enantioselective addition","score":0.9990000128746033},{"id":"https://openalex.org/keywords/nitroalkenes","display_name":"nitroalkenes","score":0.9959999918937683},{"id":"https://openalex.org/keywords/chiral-bis-oxazoline-ligands","display_name":"chiral bisoxazoline ligands","score":0.7770000100135803},{"id":"https://openalex.org/keywords/boc-deprotection","display_name":"Boc deprotection","score":0.8119999766349792},{"id":"https://openalex.org/keywords/amines","display_name":"amines","score":0.7179999947547913},{"id":"https://openalex.org/keywords/asymmetric-synthesis","display_name":"asymmetric synthesis","score":0.44600000977516174}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9684616327285767},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.9644996523857117},{"id":"https://openalex.org/C67524406","wikidata":"https://www.wikidata.org/wiki/Q408057","display_name":"Aldimine","level":3,"score":0.9171323776245117},{"id":"https://openalex.org/C2775944816","wikidata":"https://www.wikidata.org/wiki/Q413567","display_name":"Oxazoline","level":3,"score":0.8585653305053711},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.6594143509864807},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.42954200506210327},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.3528761565685272}],"mesh":[{"descriptor_ui":"D000475","descriptor_name":"Alkenes","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D000475","descriptor_name":"Alkenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D001372","descriptor_name":"Aza Compounds","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D001372","descriptor_name":"Aza Compounds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006841","descriptor_name":"Hydrocarbons, Aromatic","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D006841","descriptor_name":"Hydrocarbons, Aromatic","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D007097","descriptor_name":"Imines","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D007097","descriptor_name":"Imines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D009574","descriptor_name":"Nitro Compounds","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D009574","descriptor_name":"Nitro Compounds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D010080","descriptor_name":"Oxazoles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010165","descriptor_name":"Palladium","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1021/ja3083494","doi":"https://doi.org/10.1021/ja3083494","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja3083494","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"pmid:23051617","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/23051617","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"Journal Article"},{"id":"pmh:oai:pure.ed.ac.uk:openaire/66a5315e-1505-4194-a800-fdbb205c4f50","doi":null,"is_oa":true,"landing_page_url":"https://hdl.handle.net/20.500.11820/66a5315e-1505-4194-a800-fdbb205c4f50","pdf_url":"https://www.research.ed.ac.uk/files/8487680/HWL_DanSzymon_Enantioselective_Azaarene_Addition_to_Imines_JACS_Submission_Revised_Final_.pdf","source":{"id":"https://openalex.org/S4306400321","display_name":"Edinburgh Research Explorer (University of Edinburgh)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I98677209","host_organization_name":"University of Edinburgh","host_organization_lineage":["https://openalex.org/I98677209"],"host_organization_lineage_names":[],"type":"repository"},"license":"other-oa","license_id":"https://openalex.org/licenses/other-oa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Best, D, Kujawa, S & Lam, H W 2012, 'Diastereo- and Enantioselective Pd(II)-Catalyzed Additions of 2-Alkylazaarenes to N-Boc Imines and Nitroalkenes', Journal of the American Chemical Society, vol. 134, no. 44, pp. 18193\u201318196. https://doi.org/10.1021/ja3083494","raw_type":"info:eu-repo/semantics/article"},{"id":"pmh:oai:era.ed.ac.uk:1842/7662","doi":null,"is_oa":false,"landing_page_url":"https://era.ed.ac.uk/bitstream/1842/7662/1/HWL%20DanSzymon%20Enantioselective%20Azaarene%20Addition%20to%20Imines%20JACS%20Submission%20%28Revised%20Final%29.pdf","pdf_url":null,"source":{"id":"https://openalex.org/S7407055182","display_name":"ERA","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"Article"}],"best_oa_location":{"id":"pmh:oai:pure.ed.ac.uk:openaire/66a5315e-1505-4194-a800-fdbb205c4f50","doi":null,"is_oa":true,"landing_page_url":"https://hdl.handle.net/20.500.11820/66a5315e-1505-4194-a800-fdbb205c4f50","pdf_url":"https://www.research.ed.ac.uk/files/8487680/HWL_DanSzymon_Enantioselective_Azaarene_Addition_to_Imines_JACS_Submission_Revised_Final_.pdf","source":{"id":"https://openalex.org/S4306400321","display_name":"Edinburgh Research Explorer (University of Edinburgh)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I98677209","host_organization_name":"University of Edinburgh","host_organization_lineage":["https://openalex.org/I98677209"],"host_organization_lineage_names":[],"type":"repository"},"license":"other-oa","license_id":"https://openalex.org/licenses/other-oa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Best, D, Kujawa, S & Lam, H W 2012, 'Diastereo- and Enantioselective Pd(II)-Catalyzed Additions of 2-Alkylazaarenes to N-Boc Imines and Nitroalkenes', Journal of the American Chemical Society, vol. 134, no. 44, pp. 18193\u201318196. https://doi.org/10.1021/ja3083494","raw_type":"info:eu-repo/semantics/article"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G344603962","display_name":"Increasing the Efficiency of Chemical Synthesis Using Asymmetric Transition Metal Catalysis","funder_award_id":"EP/I004769/1","funder_id":"https://openalex.org/F4320334627","funder_display_name":"Engineering and Physical Sciences Research Council"},{"id":"https://openalex.org/G4341490340","display_name":"Enantioselective Transition Metal Catalysis for Efficient Chemical Synthesis","funder_award_id":"258580","funder_id":"https://openalex.org/F4320338352","funder_display_name":"FP7 Ideas: European Research Council"}],"funders":[{"id":"https://openalex.org/F4320334627","display_name":"Engineering and Physical Sciences Research Council","ror":"https://ror.org/0439y7842"},{"id":"https://openalex.org/F4320338352","display_name":"FP7 Ideas: European Research Council","ror":"https://ror.org/0472cxd90"}],"has_content":{"grobid_xml":true,"pdf":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2014489293.pdf","grobid_xml":"https://content.openalex.org/works/W2014489293.grobid-xml"},"referenced_works_count":28,"referenced_works":["https://openalex.org/W1964692505","https://openalex.org/W1967756979","https://openalex.org/W1973566241","https://openalex.org/W1979985167","https://openalex.org/W1982268112","https://openalex.org/W1985474620","https://openalex.org/W2001650285","https://openalex.org/W2010878369","https://openalex.org/W2019367421","https://openalex.org/W2022488931","https://openalex.org/W2023683199","https://openalex.org/W2024049681","https://openalex.org/W2040280837","https://openalex.org/W2044512738","https://openalex.org/W2067913333","https://openalex.org/W2077389973","https://openalex.org/W2083546911","https://openalex.org/W2088385825","https://openalex.org/W2092558045","https://openalex.org/W2118422638","https://openalex.org/W2119984183","https://openalex.org/W2139745165","https://openalex.org/W2171184734","https://openalex.org/W2317049020","https://openalex.org/W2318179394","https://openalex.org/W2324005739","https://openalex.org/W2950426463","https://openalex.org/W2952115964"],"related_works":["https://openalex.org/W2951694438","https://openalex.org/W2196607600","https://openalex.org/W2562402908","https://openalex.org/W2040821706","https://openalex.org/W1972081077","https://openalex.org/W1985800358","https://openalex.org/W2065055578","https://openalex.org/W1988098000","https://openalex.org/W2891207325","https://openalex.org/W2006649591"],"abstract_inverted_index":{"A":[0],"chiral":[1],"Pd(II)-bis(oxazoline)":[2],"complex":[3],"was":[4],"found":[5],"to":[6,21,35],"be":[7],"highly":[8],"effective":[9],"in":[10,38],"promoting":[11],"the":[12],"first":[13],"direct":[14],"diastereo-":[15],"and":[16,24],"enantioselective":[17],"addition":[18],"of":[19,30],"alkylazaarenes":[20],"N-Boc":[22],"aldimines":[23],"nitroalkenes":[25],"under":[26],"mild":[27],"conditions.":[28],"Deprotection":[29],"Boc-protected":[31],"products":[32],"proceeded":[33],"readily":[34],"provide":[36],"amines":[37],"high":[39],"yields.":[40]},"counts_by_year":[{"year":2026,"cited_by_count":2},{"year":2025,"cited_by_count":5},{"year":2024,"cited_by_count":5},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":10},{"year":2021,"cited_by_count":9},{"year":2020,"cited_by_count":12},{"year":2019,"cited_by_count":10},{"year":2018,"cited_by_count":11},{"year":2017,"cited_by_count":19},{"year":2016,"cited_by_count":8},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":9},{"year":2013,"cited_by_count":10},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}