{"id":"https://openalex.org/W2020460640","doi":"https://doi.org/10.1021/ol026791m","title":"Second-Generation Synthesis of the Polypropionate Subunit of Callystatin A Based on Regioselective Internal Alkyne Hydrostannation","display_name":"Second-Generation Synthesis of the Polypropionate Subunit of Callystatin A Based on Regioselective Internal Alkyne Hydrostannation","publication_year":2002,"publication_date":"2002-10-01","ids":{"openalex":"https://openalex.org/W2020460640","doi":"https://doi.org/10.1021/ol026791m","mag":"2020460640","pmid":"https://pubmed.ncbi.nlm.nih.gov/12599495"},"language":"en","primary_location":{"id":"doi:10.1021/ol026791m","doi":"https://doi.org/10.1021/ol026791m","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol026791m","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"Organic Letters","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/A5111555129","display_name":"James Arthur Marshall","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I51556381","display_name":"University of Virginia","ror":"https://ror.org/0153tk833","country_code":"US","type":"education","lineage":["https://openalex.org/I51556381"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"James A. Marshall","raw_affiliation_strings":["Department of Chemistry, University of Virginia, P.O. Box 400319, McCormick Road, Charlottesville, Virginia 22904-4319"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Virginia, P.O. Box 400319, McCormick Road, Charlottesville, Virginia 22904-4319","institution_ids":["https://openalex.org/I51556381"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5025496489","display_name":"Matthew P. Bourbeau","orcid":"https://orcid.org/0009-0007-9061-7459","observed_orcids":["https://orcid.org/0009-0007-9061-7459"]},"institutions":[{"id":"https://openalex.org/I51556381","display_name":"University of Virginia","ror":"https://ror.org/0153tk833","country_code":"US","type":"education","lineage":["https://openalex.org/I51556381"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Matthew P. Bourbeau","raw_affiliation_strings":["Department of Chemistry, University of Virginia, P.O. Box 400319, McCormick Road, Charlottesville, Virginia 22904-4319"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Virginia, P.O. Box 400319, McCormick Road, Charlottesville, Virginia 22904-4319","institution_ids":["https://openalex.org/I51556381"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I51556381"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.8754,"has_fulltext":false,"cited_by_count":36,"citation_normalized_percentile":{"value":0.82476813,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":98},"biblio":{"volume":"4","issue":"22","first_page":"3931","last_page":"3934"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.5590999722480774,"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/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.5590999722480774,"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":0.2632000148296356,"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/T10871","display_name":"Catalytic Alkyne Reactions","score":0.04230000078678131,"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/polypropionates","display_name":"polypropionates","score":0.7409999966621399},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.6510000228881836},{"id":"https://openalex.org/keywords/internal-alkynes","display_name":"internal alkynes","score":0.7429999709129333},{"id":"https://openalex.org/keywords/natural-product-synthesis","display_name":"natural product synthesis","score":0.4580000042915344}],"concepts":[{"id":"https://openalex.org/C59759590","wikidata":"https://www.wikidata.org/wiki/Q2275927","display_name":"Regioselectivity","level":3,"score":0.9084056615829468},{"id":"https://openalex.org/C2779012754","wikidata":"https://www.wikidata.org/wiki/Q159226","display_name":"Alkyne","level":3,"score":0.8730348348617554},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8448895215988159},{"id":"https://openalex.org/C2778870691","wikidata":"https://www.wikidata.org/wiki/Q44794658","display_name":"Iodide","level":2,"score":0.6496554613113403},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5369287729263306},{"id":"https://openalex.org/C104292427","wikidata":"https://www.wikidata.org/wiki/Q899781","display_name":"Protein subunit","level":3,"score":0.4973204433917999},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.32909369468688965},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.21433469653129578},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.17138028144836426},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.05795741081237793},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000480","descriptor_name":"Alkynes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000970","descriptor_name":"Antineoplastic Agents","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D005231","descriptor_name":"Fatty Acids, Unsaturated","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D014001","descriptor_name":"Tin","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/ol026791m","doi":"https://doi.org/10.1021/ol026791m","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol026791m","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"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":"Organic Letters","raw_type":"journal-article"},{"id":"pmid:12599495","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/12599495","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":"Organic letters","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2309534923","display_name":"Synthesis of Tumor Inhibitory Marine Natural Products","funder_award_id":"R01CA090383","funder_id":"https://openalex.org/F4320337351","funder_display_name":"National Cancer Institute"}],"funders":[{"id":"https://openalex.org/F4320337351","display_name":"National Cancer Institute","ror":"https://ror.org/040gcmg81"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":17,"referenced_works":["https://openalex.org/W1969128991","https://openalex.org/W1978269136","https://openalex.org/W2001195583","https://openalex.org/W2011855599","https://openalex.org/W2024536147","https://openalex.org/W2026557186","https://openalex.org/W2045171105","https://openalex.org/W2072329916","https://openalex.org/W2073393896","https://openalex.org/W2087125476","https://openalex.org/W2102548901","https://openalex.org/W2110754954","https://openalex.org/W2113324659","https://openalex.org/W2855952840","https://openalex.org/W2951463136","https://openalex.org/W2952444396","https://openalex.org/W3150312260"],"related_works":["https://openalex.org/W1971055406","https://openalex.org/W2855952840","https://openalex.org/W1994254120","https://openalex.org/W367155016","https://openalex.org/W2952153270","https://openalex.org/W2951436913","https://openalex.org/W2039097326","https://openalex.org/W7133080222","https://openalex.org/W2110754954","https://openalex.org/W2549530674"],"abstract_inverted_index":{"[formula:":[0],"see":[1],"text]":[2],"An":[3],"improved":[4],"route":[5],"to":[6],"the":[7,17],"polypropionate":[8],"segment":[9],"of":[10,21],"callystatin":[11],"A":[12],"is":[13],"described":[14],"in":[15],"which":[16],"efficient":[18],"directed":[19],"hydrostannation":[20],"an":[22],"internal":[23],"alkyne":[24],"and":[25],"subsequent":[26],"iodinolysis":[27],"provides":[28],"a":[29],"key":[30],"vinylic":[31],"iodide":[32],"intermediate.":[33]},"counts_by_year":[{"year":2022,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":5}],"updated_date":"2026-11-01T11:40:01.658920","created_date":"2016-06-24T00:00:00"}
