{"id":"https://openalex.org/W3203756770","doi":"https://doi.org/10.1021/jo9804700","title":"Synthesis of (\u00b1)-Allocyathin B2 and (+)-Erinacine A","display_name":"Synthesis of (\u00b1)-Allocyathin B2 and (+)-Erinacine A","publication_year":1998,"publication_date":"1998-06-12","ids":{"openalex":"https://openalex.org/W3203756770","doi":"https://doi.org/10.1021/jo9804700","mag":"3203756770"},"language":"en","primary_location":{"id":"doi:10.1021/jo9804700","doi":"https://doi.org/10.1021/jo9804700","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo9804700","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"],"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/A5041353759","display_name":"Barry B. Snider","orcid":"https://orcid.org/0000-0002-2680-6104","observed_orcids":["https://orcid.org/0000-0002-2680-6104"]},"institutions":[{"id":"https://openalex.org/I6902469","display_name":"Brandeis University","ror":"https://ror.org/05abbep66","country_code":"US","type":"education","lineage":["https://openalex.org/I6902469"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Barry B. Snider","raw_affiliation_strings":["Department of Chemistry, Brandeis University, Waltham, Massachusetts 02254-9110"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Brandeis University, Waltham, Massachusetts 02254-9110","institution_ids":["https://openalex.org/I6902469"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5109966860","display_name":"Nha Huu Vo","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I6902469","display_name":"Brandeis University","ror":"https://ror.org/05abbep66","country_code":"US","type":"education","lineage":["https://openalex.org/I6902469"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Nha Huu Vo","raw_affiliation_strings":["Department of Chemistry, Brandeis University, Waltham, Massachusetts 02254-9110"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Brandeis University, Waltham, Massachusetts 02254-9110","institution_ids":["https://openalex.org/I6902469"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5090701159","display_name":"Steven V. O\u2019Neil","orcid":"https://orcid.org/0000-0002-0458-2322","observed_orcids":["https://orcid.org/0000-0002-0458-2322"]},"institutions":[{"id":"https://openalex.org/I6902469","display_name":"Brandeis University","ror":"https://ror.org/05abbep66","country_code":"US","type":"education","lineage":["https://openalex.org/I6902469"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Steven V. O'Neil","raw_affiliation_strings":["Department of Chemistry, Brandeis University, Waltham, Massachusetts 02254-9110"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Brandeis University, Waltham, Massachusetts 02254-9110","institution_ids":["https://openalex.org/I6902469"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I6902469"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.732,"has_fulltext":false,"cited_by_count":37,"citation_normalized_percentile":{"value":0.83049798,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"63","issue":"14","first_page":"4732","last_page":"4740"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13221","display_name":"Biological Activity of Diterpenoids and Biflavonoids","score":0.3869999945163727,"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/T13221","display_name":"Biological Activity of Diterpenoids and Biflavonoids","score":0.3869999945163727,"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/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.24819999933242798,"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":0.1565999984741211,"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/erinacine-a","display_name":"erinacine A","score":0.921999990940094},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.8309999704360962},{"id":"https://openalex.org/keywords/carbonyl-ene-reaction","display_name":"carbonyl-ene reaction","score":0.9100000262260437},{"id":"https://openalex.org/keywords/palladium-catalyzed-carbonylation","display_name":"palladium-catalyzed carbonylation","score":0.9629999995231628},{"id":"https://openalex.org/keywords/natural-product-synthesis","display_name":"natural product synthesis","score":0.5619999766349792}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9477205872535706},{"id":"https://openalex.org/C168382676","wikidata":"https://www.wikidata.org/wiki/Q900377","display_name":"Carbonylation","level":4,"score":0.8118419647216797},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.7945959568023682},{"id":"https://openalex.org/C2779746879","wikidata":"https://www.wikidata.org/wiki/Q3010548","display_name":"Enone","level":2,"score":0.7502261996269226},{"id":"https://openalex.org/C2994471683","wikidata":"https://www.wikidata.org/wiki/Q899274","display_name":"Carbon skeleton","level":2,"score":0.6013793349266052},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.5465525984764099},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.4720108211040497},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.44105130434036255},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.3513801693916321},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2951059341430664},{"id":"https://openalex.org/C512735826","wikidata":"https://www.wikidata.org/wiki/Q2025","display_name":"Carbon monoxide","level":3,"score":0.10139763355255127},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/jo9804700","doi":"https://doi.org/10.1021/jo9804700","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo9804700","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"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":48,"referenced_works":["https://openalex.org/W37633775","https://openalex.org/W1965680061","https://openalex.org/W1967797626","https://openalex.org/W1971670666","https://openalex.org/W1973369175","https://openalex.org/W1980298500","https://openalex.org/W1982986536","https://openalex.org/W1990638897","https://openalex.org/W1992840944","https://openalex.org/W1996604847","https://openalex.org/W1998490626","https://openalex.org/W2006551889","https://openalex.org/W2007704025","https://openalex.org/W2007784092","https://openalex.org/W2008651002","https://openalex.org/W2015218272","https://openalex.org/W2015555480","https://openalex.org/W2018704026","https://openalex.org/W2021295482","https://openalex.org/W2025482112","https://openalex.org/W2034166742","https://openalex.org/W2034810509","https://openalex.org/W2035400136","https://openalex.org/W2038701213","https://openalex.org/W2045176573","https://openalex.org/W2046061120","https://openalex.org/W2046391127","https://openalex.org/W2049129279","https://openalex.org/W2050264665","https://openalex.org/W2055344016","https://openalex.org/W2057639901","https://openalex.org/W2058623521","https://openalex.org/W2059430961","https://openalex.org/W2064820063","https://openalex.org/W2072587568","https://openalex.org/W2072631141","https://openalex.org/W2076373059","https://openalex.org/W2080966973","https://openalex.org/W2081350673","https://openalex.org/W2118813318","https://openalex.org/W2331469664","https://openalex.org/W2949108610","https://openalex.org/W2949770704","https://openalex.org/W2949811564","https://openalex.org/W2950605557","https://openalex.org/W3004926274","https://openalex.org/W3141299624","https://openalex.org/W4241506628"],"related_works":["https://openalex.org/W1999724957","https://openalex.org/W2950581164","https://openalex.org/W4376854573","https://openalex.org/W2951053574","https://openalex.org/W1994920465","https://openalex.org/W2952785806","https://openalex.org/W2325490937","https://openalex.org/W2949770704","https://openalex.org/W2917707334","https://openalex.org/W1502525322"],"abstract_inverted_index":{"(\u00b1)-Allocyathin":[0],"B":[1,18,68],"2":[2,4,69],"(":[3,9],")":[5],"and":[6,44,51,66],"(+)-erinacine":[7],"A":[8],"4":[10],"),":[11],"the":[12,20],"1-\u03b2-":[13],"d":[14],"-xyloside":[15],"of":[16,35,47],"(+)-allocyathin":[17],"2,":[19],"first":[21],"cyathin":[22,58],"diterpenes":[23],"to":[24,37],"be":[25],"prepared,":[26],"have":[27],"been":[28],"synthesized":[29,71],"using":[30],"a":[31],"carbonyl":[32],"ene":[33],"reaction":[34],"14a":[36],"construct":[38],"an":[39],"appropriately":[40],"functionalized":[41],"seven-membered":[42],"ring":[43],"palladium-catalyzed":[45],"carbonylation":[46],"dienyl":[48],"triflates":[49],"10":[50],"39":[52],"as":[53],"key":[54],"steps.":[55],"The":[56],"entire":[57],"carbon":[59],"skeleton":[60],"is":[61,70],"constructed":[62],"in":[63,72],"seven":[64],"steps,":[65],"allocyathin":[67],"only":[73],"17":[74],"steps":[75],"(>5%":[76],"overall":[77],"yield)":[78],"from":[79],"readily":[80],"available":[81],"enone":[82],"9":[83],".":[84]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2023,"cited_by_count":3},{"year":2020,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":4},{"year":2013,"cited_by_count":4}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2021-10-11T00:00:00"}