{"id":"https://openalex.org/W2319219931","doi":"https://doi.org/10.1021/ol300400x","title":"Total Synthesis of the Terpenoid Buddledone A: 11-Membered Ring-Closing Metathesis","display_name":"Total Synthesis of the Terpenoid Buddledone A: 11-Membered Ring-Closing Metathesis","publication_year":2012,"publication_date":"2012-03-20","ids":{"openalex":"https://openalex.org/W2319219931","doi":"https://doi.org/10.1021/ol300400x","mag":"2319219931","pmid":"https://pubmed.ncbi.nlm.nih.gov/22432972"},"language":"en","primary_location":{"id":"doi:10.1021/ol300400x","doi":"https://doi.org/10.1021/ol300400x","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol300400x","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/A5108202361","display_name":"Zhengxin Cai","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":"Zhengxin Cai","raw_affiliation_strings":["Department of Chemistry, University of Missouri\u2014Columbia, Columbia, Missouri 65211, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Missouri\u2014Columbia, Columbia, Missouri 65211, United States","institution_ids":["https://openalex.org/I76835614"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5025661476","display_name":"Nattawut Yongpruksa","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":"Nattawut Yongpruksa","raw_affiliation_strings":["Department of Chemistry, University of Missouri\u2014Columbia, Columbia, Missouri 65211, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Missouri\u2014Columbia, Columbia, Missouri 65211, United States","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\u2014Columbia, Columbia, Missouri 65211, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Missouri\u2014Columbia, Columbia, Missouri 65211, United States","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":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.3236,"has_fulltext":false,"cited_by_count":31,"citation_normalized_percentile":{"value":0.87918199,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"14","issue":"7","first_page":"1661","last_page":"1663"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11549","display_name":"Synthetic Organic Chemistry Methods","score":0.9976000189781189,"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/T11549","display_name":"Synthetic Organic Chemistry Methods","score":0.9976000189781189,"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":0.0010999999940395355,"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":0.00039999998989515007,"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":0.8640000224113464},{"id":"https://openalex.org/keywords/terpenoids","display_name":"terpenoids","score":0.8870000243186951},{"id":"https://openalex.org/keywords/ring-closing-metathesis","display_name":"ring-closing metathesis","score":0.9760000109672546},{"id":"https://openalex.org/keywords/methyl-ethyl-ketone","display_name":"methyl ethyl ketone","score":0.8870000243186951},{"id":"https://openalex.org/keywords/natural-product-synthesis","display_name":"natural product synthesis","score":0.6039999723434448}],"concepts":[{"id":"https://openalex.org/C2778593322","wikidata":"https://www.wikidata.org/wiki/Q7334670","display_name":"Ring-closing metathesis","level":5,"score":0.8517119288444519},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8478548526763916},{"id":"https://openalex.org/C153914509","wikidata":"https://www.wikidata.org/wiki/Q191090","display_name":"Metathesis","level":4,"score":0.7437595129013062},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.7320238351821899},{"id":"https://openalex.org/C2777738585","wikidata":"https://www.wikidata.org/wiki/Q170744","display_name":"Ketone","level":2,"score":0.6349578499794006},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.60609370470047},{"id":"https://openalex.org/C206103511","wikidata":"https://www.wikidata.org/wiki/Q426694","display_name":"Terpenoid","level":2,"score":0.5799650549888611},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5703773498535156},{"id":"https://openalex.org/C44138296","wikidata":"https://www.wikidata.org/wiki/Q13533728","display_name":"Salt metathesis reaction","level":5,"score":0.5487972497940063},{"id":"https://openalex.org/C2908682898","wikidata":"https://www.wikidata.org/wiki/Q170744","display_name":"Methyl Ketone","level":2,"score":0.42843517661094666},{"id":"https://openalex.org/C2778775528","wikidata":"https://www.wikidata.org/wiki/Q5135432","display_name":"Closing (real estate)","level":2,"score":0.4120793044567108},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.25040048360824585},{"id":"https://openalex.org/C199539241","wikidata":"https://www.wikidata.org/wiki/Q7748","display_name":"Law","level":1,"score":0.0},{"id":"https://openalex.org/C17744445","wikidata":"https://www.wikidata.org/wiki/Q36442","display_name":"Political science","level":0,"score":0.0},{"id":"https://openalex.org/C44228677","wikidata":"https://www.wikidata.org/wiki/Q181898","display_name":"Polymerization","level":3,"score":0.0},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D002074","descriptor_name":"Butanones","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":"D003500","descriptor_name":"Cyclization","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D012717","descriptor_name":"Sesquiterpenes","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D012717","descriptor_name":"Sesquiterpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D032861","descriptor_name":"Buddleja","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/ol300400x","doi":"https://doi.org/10.1021/ol300400x","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol300400x","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:22432972","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/22432972","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":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":38,"referenced_works":["https://openalex.org/W1976189888","https://openalex.org/W1976769863","https://openalex.org/W1977535321","https://openalex.org/W1980788836","https://openalex.org/W1985585069","https://openalex.org/W1992791945","https://openalex.org/W1997782876","https://openalex.org/W2001296453","https://openalex.org/W2006293405","https://openalex.org/W2009889375","https://openalex.org/W2015257660","https://openalex.org/W2021444531","https://openalex.org/W2022834758","https://openalex.org/W2028962796","https://openalex.org/W2030844334","https://openalex.org/W2040406581","https://openalex.org/W2042709709","https://openalex.org/W2068580249","https://openalex.org/W2075559562","https://openalex.org/W2076328278","https://openalex.org/W2078191934","https://openalex.org/W2087220707","https://openalex.org/W2087783634","https://openalex.org/W2093075808","https://openalex.org/W2097222718","https://openalex.org/W2104199838","https://openalex.org/W2105594682","https://openalex.org/W2107474091","https://openalex.org/W2128044171","https://openalex.org/W2133843639","https://openalex.org/W2147409350","https://openalex.org/W2157994996","https://openalex.org/W2161782423","https://openalex.org/W2333087128","https://openalex.org/W2949813927","https://openalex.org/W2950395139","https://openalex.org/W2950493725","https://openalex.org/W2951669058"],"related_works":["https://openalex.org/W2950970135","https://openalex.org/W7043304143","https://openalex.org/W2033356348","https://openalex.org/W2829046132","https://openalex.org/W2951499637","https://openalex.org/W2950645077","https://openalex.org/W2012392366","https://openalex.org/W1966890574","https://openalex.org/W2953104257","https://openalex.org/W2298666062"],"abstract_inverted_index":{"The":[0,17],"first":[1],"total":[2],"synthesis":[3],"of":[4],"buddledone":[5],"A":[6],"was":[7],"accomplished":[8],"in":[9,20],"seven":[10],"steps":[11],"from":[12],"methyl":[13],"ethyl":[14],"ketone":[15],"(MEK).":[16],"key":[18],"step":[19],"the":[21],"sequence":[22],"featured":[23],"an":[24],"11-membered":[25],"ring":[26],"formation":[27],"by":[28],"ring-closing":[29],"metathesis.":[30]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":3},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":2},{"year":2016,"cited_by_count":5},{"year":2015,"cited_by_count":5},{"year":2014,"cited_by_count":3},{"year":2013,"cited_by_count":7},{"year":2012,"cited_by_count":2}],"updated_date":"2026-11-03T10:50:19.383937","created_date":"2016-06-24T00:00:00"}