{"id":"https://openalex.org/W2120428366","doi":"https://doi.org/10.1021/jo0705162","title":"Acid-Catalyzed Aza-Diels\u2212Alder Reactions for the Total Synthesis of (\u00b1)-Lapatin B","display_name":"Acid-Catalyzed Aza-Diels\u2212Alder Reactions for the Total Synthesis of (\u00b1)-Lapatin B","publication_year":2007,"publication_date":"2007-05-01","ids":{"openalex":"https://openalex.org/W2120428366","doi":"https://doi.org/10.1021/jo0705162","mag":"2120428366","pmid":"https://pubmed.ncbi.nlm.nih.gov/17480097"},"language":"en","primary_location":{"id":"doi:10.1021/jo0705162","doi":"https://doi.org/10.1021/jo0705162","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo0705162","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","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":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5064067060","display_name":"Dominique Leca","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Dominique Leca","raw_affiliation_strings":["SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5027203186","display_name":"Francesca Gaggini","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]},{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH","US"],"is_corresponding":false,"raw_author_name":"Francesca Gaggini","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5068629053","display_name":"J\u00e9r\u00f4me Cassayre","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]},{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH","US"],"is_corresponding":false,"raw_author_name":"J\u00e9r\u00f4me Cassayre","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5054695305","display_name":"Olivier Loiseleur","orcid":"https://orcid.org/0000-0002-1012-4299","observed_orcids":["https://orcid.org/0000-0002-1012-4299"]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]},{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH","US"],"is_corresponding":false,"raw_author_name":"Olivier Loiseleur","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5038426259","display_name":"Susan N. Pieniazek","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]},{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH","US"],"is_corresponding":false,"raw_author_name":"Susan N. Pieniazek","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5027671460","display_name":"Jennifer A. R. Luft","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]},{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH","US"],"is_corresponding":false,"raw_author_name":"Jennifer A. R. Luft","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5042178740","display_name":"Kendall N. Houk","orcid":"https://orcid.org/0000-0002-8387-5261","observed_orcids":["https://orcid.org/0000-0002-8387-5261"]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]},{"id":"https://openalex.org/I89199228","display_name":"Syngenta (Switzerland)","ror":"https://ror.org/05fqg8t87","country_code":"CH","type":"company","lineage":["https://openalex.org/I89199228"]}],"countries":["CH","US"],"is_corresponding":false,"raw_author_name":"K. N. Houk","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569 [email\u00a0protected] ; [email\u00a0protected]","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland","institution_ids":["https://openalex.org/I89199228"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.7043,"has_fulltext":false,"cited_by_count":34,"citation_normalized_percentile":{"value":0.82190955,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"72","issue":"11","first_page":"4284","last_page":"4287"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.5996000170707703,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.5996000170707703,"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/T12318","display_name":"Quinazolinone synthesis and applications","score":0.1492999941110611,"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/T13971","display_name":"Isoquinoline Alkaloid Synthesis","score":0.05739999935030937,"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/total-synthesis","display_name":"total synthesis","score":0.9559999704360962},{"id":"https://openalex.org/keywords/brnsted-acid-catalysis","display_name":"Br\u00f8nsted acid catalysis","score":0.9300000071525574},{"id":"https://openalex.org/keywords/exo-selectivity","display_name":"exo selectivity","score":0.8640000224113464},{"id":"https://openalex.org/keywords/cycloaddition","display_name":"cycloaddition","score":0.7559999823570251}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9644643068313599},{"id":"https://openalex.org/C2779940776","wikidata":"https://www.wikidata.org/wiki/Q375669","display_name":"Diels\u2013Alder reaction","level":3,"score":0.7638073563575745},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.6947513818740845},{"id":"https://openalex.org/C2778499038","wikidata":"https://www.wikidata.org/wiki/Q25239","display_name":"Alder","level":2,"score":0.5911332964897156},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4408213794231415},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.4348814785480499},{"id":"https://openalex.org/C59822182","wikidata":"https://www.wikidata.org/wiki/Q441","display_name":"Botany","level":1,"score":0.06587868928909302},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.0}],"mesh":[{"descriptor_ui":"D000143","descriptor_name":"Acids","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D001372","descriptor_name":"Aza Compounds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011799","descriptor_name":"Quinazolines","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D011799","descriptor_name":"Quinazolines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/jo0705162","doi":"https://doi.org/10.1021/jo0705162","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo0705162","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","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":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:17480097","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/17480097","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":"The Journal of organic chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":6,"referenced_works":["https://openalex.org/W1971965973","https://openalex.org/W2033379293","https://openalex.org/W2077697134","https://openalex.org/W2094677828","https://openalex.org/W2118228298","https://openalex.org/W2122077113"],"related_works":["https://openalex.org/W2952668866","https://openalex.org/W4246003290","https://openalex.org/W4414873418","https://openalex.org/W7210326182","https://openalex.org/W2089583862","https://openalex.org/W2953106174","https://openalex.org/W2949802981","https://openalex.org/W2765477021","https://openalex.org/W3106673060","https://openalex.org/W3025746053"],"abstract_inverted_index":{"A":[0],"5-step":[1],"total":[2],"synthesis":[3],"of":[4,37],"microfungal":[5],"alkaloid":[6],"(+/-)-lapatin":[7],"B":[8],"has":[9,31],"been":[10,32],"accomplished":[11],"via":[12],"a":[13],"key":[14],"2-aza-Diels-Alder":[15],"reaction.":[16],"Br\u00f8nsted":[17],"acids":[18],"catalyze":[19],"the":[20,35],"cycloaddition":[21],"step":[22],"and":[23],"provide":[24],"improved":[25],"exo":[26],"selectivity.":[27],"This":[28],"synthetic":[29],"route":[30],"applied":[33],"to":[34],"construction":[36],"related":[38],"spiro-quinazoline":[39],"structures.":[40]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":3},{"year":2023,"cited_by_count":1},{"year":2021,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":3},{"year":2016,"cited_by_count":2},{"year":2015,"cited_by_count":3},{"year":2014,"cited_by_count":1},{"year":2013,"cited_by_count":3},{"year":2012,"cited_by_count":2}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}