{"id":"https://openalex.org/W4288771471","doi":"https://doi.org/10.1039/d2ob01246d","title":"First synthesis of an ABCE ring substructure of daphnicyclidin A","display_name":"First synthesis of an ABCE ring substructure of daphnicyclidin A","publication_year":2022,"publication_date":"2022-01-01","ids":{"openalex":"https://openalex.org/W4288771471","doi":"https://doi.org/10.1039/d2ob01246d","pmid":"https://pubmed.ncbi.nlm.nih.gov/35920311"},"language":"en","primary_location":{"id":"doi:10.1039/d2ob01246d","doi":"https://doi.org/10.1039/d2ob01246d","is_oa":false,"landing_page_url":"https://doi.org/10.1039/d2ob01246d","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic &amp; Biomolecular 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/A5075139436","display_name":"Jianzhuo Tu","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I76835614","display_name":"University of Missouri","ror":"https://ror.org/02ymw8z06","country_code":"US","type":"education","lineage":["https://openalex.org/I76835614"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jianzhuo Tu","raw_affiliation_strings":["Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA","institution_ids":["https://openalex.org/I76835614"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5037310270","display_name":"Madison M. Clark","orcid":"https://orcid.org/0000-0002-5875-3369","observed_orcids":["https://orcid.org/0000-0002-5875-3369"]},"institutions":[{"id":"https://openalex.org/I76835614","display_name":"University of Missouri","ror":"https://ror.org/02ymw8z06","country_code":"US","type":"education","lineage":["https://openalex.org/I76835614"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Madison M. Clark","raw_affiliation_strings":["Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA","institution_ids":["https://openalex.org/I76835614"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5043924849","display_name":"Michael A. Harmata","orcid":"https://orcid.org/0000-0003-3894-2899","observed_orcids":["https://orcid.org/0000-0003-3894-2899"]},"institutions":[{"id":"https://openalex.org/I76835614","display_name":"University of Missouri","ror":"https://ror.org/02ymw8z06","country_code":"US","type":"education","lineage":["https://openalex.org/I76835614"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Michael Harmata","raw_affiliation_strings":["Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA"],"raw_orcid":"https://orcid.org/0000-0003-3894-2899","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA","institution_ids":["https://openalex.org/I76835614"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5043924849"],"corresponding_institution_ids":["https://openalex.org/I76835614"],"apc_list":null,"apc_paid":null,"fwci":1.0164,"has_fulltext":false,"cited_by_count":13,"citation_normalized_percentile":{"value":0.68588821,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":93,"max":98},"biblio":{"volume":"20","issue":"33","first_page":"6547","last_page":"6549"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.9707000255584717,"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":0.9707000255584717,"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":0.017899999395012856,"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/T13221","display_name":"Biological Activity of Diterpenoids and Biflavonoids","score":0.0026000000070780516,"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":0.8650000095367432},{"id":"https://openalex.org/keywords/total-synthesis-strategy","display_name":"total synthesis strategy","score":0.44999998807907104}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9221078753471375},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.7964843511581421},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.795740008354187},{"id":"https://openalex.org/C99679407","wikidata":"https://www.wikidata.org/wiki/Q56761637","display_name":"Substructure","level":2,"score":0.7821838855743408},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.7398228049278259},{"id":"https://openalex.org/C2779664164","wikidata":"https://www.wikidata.org/wiki/Q898648","display_name":"Cycloaddition","level":3,"score":0.7261859774589539},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.6192266345024109},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.491421103477478},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4625164270401001},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.20238375663757324},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.0439378023147583},{"id":"https://openalex.org/C66938386","wikidata":"https://www.wikidata.org/wiki/Q633538","display_name":"Structural engineering","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},{"id":"https://openalex.org/C127413603","wikidata":"https://www.wikidata.org/wiki/Q11023","display_name":"Engineering","level":0,"score":0.0},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D000470","descriptor_name":"Alkaloids","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D003500","descriptor_name":"Cyclization","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D061565","descriptor_name":"Cycloaddition Reaction","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1039/d2ob01246d","doi":"https://doi.org/10.1039/d2ob01246d","is_oa":false,"landing_page_url":"https://doi.org/10.1039/d2ob01246d","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic &amp; Biomolecular Chemistry","raw_type":"journal-article"},{"id":"pmid:35920311","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/35920311","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 & biomolecular chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2079757166","display_name":"New advances in (4+3)-Cycloadditions","funder_award_id":"1764437","funder_id":"https://openalex.org/F4320306076","funder_display_name":"National Science Foundation"}],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":34,"referenced_works":["https://openalex.org/W1973896632","https://openalex.org/W1994528935","https://openalex.org/W2011453835","https://openalex.org/W2011709356","https://openalex.org/W2016135551","https://openalex.org/W2017193904","https://openalex.org/W2023603596","https://openalex.org/W2027788492","https://openalex.org/W2039705377","https://openalex.org/W2060091686","https://openalex.org/W2061907783","https://openalex.org/W2062917731","https://openalex.org/W2077021701","https://openalex.org/W2085568205","https://openalex.org/W2085746185","https://openalex.org/W2087021002","https://openalex.org/W2098079892","https://openalex.org/W2100793146","https://openalex.org/W2108741591","https://openalex.org/W2313096824","https://openalex.org/W2313985654","https://openalex.org/W2314322783","https://openalex.org/W2315558972","https://openalex.org/W2327775134","https://openalex.org/W2588431506","https://openalex.org/W2604011457","https://openalex.org/W2802902040","https://openalex.org/W2903583008","https://openalex.org/W2903983627","https://openalex.org/W2949360515","https://openalex.org/W2952846014","https://openalex.org/W2994880176","https://openalex.org/W3093450282","https://openalex.org/W4281485213"],"related_works":["https://openalex.org/W4281485213","https://openalex.org/W2163063404","https://openalex.org/W2604011457","https://openalex.org/W2318819876","https://openalex.org/W2951536370","https://openalex.org/W6980009713","https://openalex.org/W7214154141","https://openalex.org/W2969488845","https://openalex.org/W2942286209","https://openalex.org/W2144764134"],"abstract_inverted_index":{"The":[0],"ABCE":[1],"tetracyclic":[2],"ring":[3],"system":[4],"of":[5,17,28,36,45,51],"daphnicyclidin":[6,52],"A":[7],"was":[8],"prepared":[9],"using":[10],"an":[11,18,33],"intramolecular":[12],"(4":[13],"+":[14],"3)":[15],"cycloaddition":[16],"oxidopyridinium":[19],"ion":[20],"as":[21],"the":[22,43],"key":[23],"step.":[24],"This":[25,38],"route":[26],"consists":[27],"a":[29],"10-step":[30],"synthesis":[31,50],"with":[32],"overall":[34],"yield":[35],"20.2%.":[37],"result":[39],"offers":[40],"support":[41],"for":[42,48],"use":[44],"this":[46],"strategy":[47],"total":[49],"A.":[53]},"counts_by_year":[{"year":2026,"cited_by_count":2},{"year":2025,"cited_by_count":2},{"year":2024,"cited_by_count":6},{"year":2023,"cited_by_count":3}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2022-07-30T00:00:00"}
