{"id":"https://openalex.org/W2925259725","doi":"https://doi.org/10.1002/anie.201900340","title":"Total Synthesis of (\u2212)\u2010Salinosporamide A via a Late Stage C\u2212H Insertion","display_name":"Total Synthesis of (\u2212)\u2010Salinosporamide A via a Late Stage C\u2212H Insertion","publication_year":2019,"publication_date":"2019-03-19","ids":{"openalex":"https://openalex.org/W2925259725","doi":"https://doi.org/10.1002/anie.201900340","mag":"2925259725","pmid":"https://pubmed.ncbi.nlm.nih.gov/30887693","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/6715302"},"language":"en","primary_location":{"id":"doi:10.1002/anie.201900340","doi":"https://doi.org/10.1002/anie.201900340","is_oa":false,"landing_page_url":"https://doi.org/10.1002/anie.201900340","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/6715302","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5024130751","display_name":"Hadi Gholami","orcid":"https://orcid.org/0000-0001-6520-0845","observed_orcids":["https://orcid.org/0000-0001-6520-0845"]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Hadi Gholami","raw_affiliation_strings":["Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA"],"raw_orcid":"https://orcid.org/0000-0001-6520-0845","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5008111865","display_name":"Aman Kulshrestha","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Aman Kulshrestha","raw_affiliation_strings":["Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5061705956","display_name":"Olivia K. Favor","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Olivia K. Favor","raw_affiliation_strings":["Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5035971821","display_name":"Richard J. Staples","orcid":"https://orcid.org/0000-0003-2760-769X","observed_orcids":["https://orcid.org/0000-0003-2760-769X"]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Richard J. Staples","raw_affiliation_strings":["Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5052952898","display_name":"Babak Borhan","orcid":"https://orcid.org/0000-0002-3193-0732","observed_orcids":["https://orcid.org/0000-0002-3193-0732"]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Babak Borhan","raw_affiliation_strings":["Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA"],"raw_orcid":"https://orcid.org/0000-0002-3193-0732","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, E. Lansing, MI, 48824 USA","institution_ids":["https://openalex.org/I87216513"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5052952898"],"corresponding_institution_ids":["https://openalex.org/I87216513"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":1.5054,"has_fulltext":false,"cited_by_count":25,"citation_normalized_percentile":{"value":0.7926331,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":98},"biblio":{"volume":"58","issue":"30","first_page":"10110","last_page":"10113"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.3734999895095825,"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/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.3734999895095825,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.22709999978542328,"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/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.10369999706745148,"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/salinosporamide-a","display_name":"salinosporamide A","score":0.9409999847412109},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.9940000176429749},{"id":"https://openalex.org/keywords/pyrrolidone","display_name":"pyrrolidinone","score":0.781000018119812},{"id":"https://openalex.org/keywords/hydroamination","display_name":"hydroamination","score":0.9900000095367432},{"id":"https://openalex.org/keywords/proteasome-inhibitors","display_name":"proteasome inhibitors","score":0.878000020980835},{"id":"https://openalex.org/keywords/natural-product-synthesis","display_name":"natural product synthesis","score":0.4790000021457672}],"concepts":[{"id":"https://openalex.org/C7596914","wikidata":"https://www.wikidata.org/wiki/Q1640192","display_name":"Hydroamination","level":3,"score":0.7431197166442871},{"id":"https://openalex.org/C201194858","wikidata":"https://www.wikidata.org/wiki/Q898238","display_name":"Steric effects","level":2,"score":0.6318024396896362},{"id":"https://openalex.org/C115537861","wikidata":"https://www.wikidata.org/wiki/Q7645993","display_name":"Surface modification","level":2,"score":0.5820231437683105},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5437262654304504},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5090169906616211},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.4499276578426361},{"id":"https://openalex.org/C2778367456","wikidata":"https://www.wikidata.org/wiki/Q7251235","display_name":"Proteasome inhibitor","level":3,"score":0.44154083728790283},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.38210901618003845},{"id":"https://openalex.org/C27740335","wikidata":"https://www.wikidata.org/wiki/Q14878333","display_name":"Proteasome","level":2,"score":0.2944794297218323},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.07479879260063171},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.0},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D007783","descriptor_name":"Lactones","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D011758","descriptor_name":"Pyrroles","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D061988","descriptor_name":"Proteasome Inhibitors","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":3,"locations":[{"id":"doi:10.1002/anie.201900340","doi":"https://doi.org/10.1002/anie.201900340","is_oa":false,"landing_page_url":"https://doi.org/10.1002/anie.201900340","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},{"id":"pmid:30887693","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/30887693","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":"Angewandte Chemie (International ed. in English)","raw_type":"Journal Article"},{"id":"pmh:oai:pubmedcentral.nih.gov:6715302","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/6715302","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"Angew Chem Int Ed Engl","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:pubmedcentral.nih.gov:6715302","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/6715302","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"Angew Chem Int Ed Engl","raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1541982998","display_name":"Predicted Reaction Discovery and Application of Catalytic Asymmetric Alkene Halogenations","funder_award_id":"R01GM110525","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"},{"id":"https://openalex.org/F4320306084","display_name":"U.S. Department of Energy","ror":"https://ror.org/01bj3aw27"},{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"},{"id":"https://openalex.org/F4320337393","display_name":"Division of Chemistry","ror":"https://ror.org/01ar8dr59"},{"id":"https://openalex.org/F4320337480","display_name":"Basic Energy Sciences","ror":"https://ror.org/05mg91w61"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":55,"referenced_works":["https://openalex.org/W1988622258","https://openalex.org/W2021148885","https://openalex.org/W2021703849","https://openalex.org/W2022969300","https://openalex.org/W2024440539","https://openalex.org/W2025165750","https://openalex.org/W2031659413","https://openalex.org/W2034554844","https://openalex.org/W2034935198","https://openalex.org/W2037556529","https://openalex.org/W2037834630","https://openalex.org/W2039620630","https://openalex.org/W2051778076","https://openalex.org/W2054207726","https://openalex.org/W2059585526","https://openalex.org/W2061142370","https://openalex.org/W2067402275","https://openalex.org/W2069992059","https://openalex.org/W2083598271","https://openalex.org/W2092298974","https://openalex.org/W2093178577","https://openalex.org/W2094783641","https://openalex.org/W2113439262","https://openalex.org/W2122515673","https://openalex.org/W2124853917","https://openalex.org/W2127664359","https://openalex.org/W2129081889","https://openalex.org/W2130336102","https://openalex.org/W2148367232","https://openalex.org/W2149604284","https://openalex.org/W2153357452","https://openalex.org/W2164631251","https://openalex.org/W2166987154","https://openalex.org/W2168285676","https://openalex.org/W2171513236","https://openalex.org/W2312225904","https://openalex.org/W2317344046","https://openalex.org/W2317949312","https://openalex.org/W2329356880","https://openalex.org/W2337237735","https://openalex.org/W2397585582","https://openalex.org/W2792803433","https://openalex.org/W2949912637","https://openalex.org/W2950502305","https://openalex.org/W2950918195","https://openalex.org/W2951208696","https://openalex.org/W2951299408","https://openalex.org/W2951760996","https://openalex.org/W2952006264","https://openalex.org/W2952223472","https://openalex.org/W2952663684","https://openalex.org/W2953315266","https://openalex.org/W4235484186","https://openalex.org/W4236690562","https://openalex.org/W4247044171"],"related_works":["https://openalex.org/W2960754445","https://openalex.org/W3025305651","https://openalex.org/W2058957953","https://openalex.org/W2952391656","https://openalex.org/W2312225904","https://openalex.org/W2067402275","https://openalex.org/W2952223472","https://openalex.org/W2329356880","https://openalex.org/W2119333554","https://openalex.org/W2316000196"],"abstract_inverted_index":{"The":[0,10,45],"synthesis":[1,11,31],"of":[2,15,29,55],"(-)-salinosporamide":[3],"A,":[4],"a":[5,16,33,40],"proteasome":[6],"inhibitor,":[7],"is":[8,32],"described.":[9],"highlights":[12],"the":[13,27,30,56],"assembly":[14],"densely":[17],"decorated":[18],"pyrrolidinone":[19],"core":[20],"via":[21],"an":[22,50],"aza-Payne/hydroamination":[23],"sequence.":[24],"Central":[25],"to":[26,38,49],"success":[28],"late-stage":[34],"C-H":[35],"insertion":[36],"reaction":[37],"functionalize":[39],"sterically":[41],"encumbered":[42],"secondary":[43],"carbon.":[44],"latter":[46],"functionalization":[47],"leads":[48],"enabling":[51],"transformation":[52],"where":[53],"most":[54],"prototypical":[57],"strategies":[58],"failed.":[59]},"counts_by_year":[{"year":2026,"cited_by_count":4},{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":5},{"year":2021,"cited_by_count":4},{"year":2020,"cited_by_count":4},{"year":2019,"cited_by_count":3}],"updated_date":"2026-11-06T12:05:46.655746","created_date":"2019-04-01T00:00:00"}