{"id":"https://openalex.org/W1976528890","doi":"https://doi.org/10.1002/jhet.111","title":"Divergent reactivity in tandem reduction\u2013Michael ring closures of five\u2010 and six\u2010membered cyclic enones","display_name":"Divergent reactivity in tandem reduction\u2013Michael ring closures of five\u2010 and six\u2010membered cyclic enones","publication_year":2009,"publication_date":"2009-08-26","ids":{"openalex":"https://openalex.org/W1976528890","doi":"https://doi.org/10.1002/jhet.111","mag":"1976528890"},"language":"en","primary_location":{"id":"doi:10.1002/jhet.111","doi":"https://doi.org/10.1002/jhet.111","is_oa":false,"landing_page_url":"https://doi.org/10.1002/jhet.111","pdf_url":null,"source":{"id":"https://openalex.org/S46134040","display_name":"Journal of Heterocyclic Chemistry","issn_l":"0022-152X","issn":["0022-152X","1943-5193"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-2","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":"Journal of Heterocyclic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","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/A5079371014","display_name":"Richard A. Bunce","orcid":"https://orcid.org/0009-0003-7927-5655","observed_orcids":["https://orcid.org/0009-0003-7927-5655"]},"institutions":[{"id":"https://openalex.org/I115475287","display_name":"Oklahoma State University","ror":"https://ror.org/01g9vbr38","country_code":"US","type":"education","lineage":["https://openalex.org/I115475287"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Richard A. Bunce","raw_affiliation_strings":["Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078-3071"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078-3071","institution_ids":["https://openalex.org/I115475287"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5045195821","display_name":"Baskar Nammalwar","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I115475287","display_name":"Oklahoma State University","ror":"https://ror.org/01g9vbr38","country_code":"US","type":"education","lineage":["https://openalex.org/I115475287"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Baskar Nammalwar","raw_affiliation_strings":["Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078-3071"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078-3071","institution_ids":["https://openalex.org/I115475287"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5005626841","display_name":"LeGrande M. Slaughter","orcid":"https://orcid.org/0000-0003-2423-4605","observed_orcids":["https://orcid.org/0000-0003-2423-4605"]},"institutions":[{"id":"https://openalex.org/I115475287","display_name":"Oklahoma State University","ror":"https://ror.org/01g9vbr38","country_code":"US","type":"education","lineage":["https://openalex.org/I115475287"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"LeGrande M. Slaughter","raw_affiliation_strings":["Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078-3071"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078-3071","institution_ids":["https://openalex.org/I115475287"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5079371014"],"corresponding_institution_ids":["https://openalex.org/I115475287"],"apc_list":{"value":3400,"currency":"USD","value_usd":3400},"apc_paid":null,"fwci":0.8052,"has_fulltext":false,"cited_by_count":15,"citation_normalized_percentile":{"value":0.67794167,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":98},"biblio":{"volume":"46","issue":"5","first_page":"854","last_page":"860"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.4758000075817108,"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":0.4758000075817108,"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":0.2639000117778778,"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":0.0575999990105629,"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/reductive-cyclization","display_name":"reductive cyclization","score":0.7089999914169312},{"id":"https://openalex.org/keywords/cyclic-enones","display_name":"cyclic enones","score":0.9340000152587891},{"id":"https://openalex.org/keywords/five-membered-heterocycles","display_name":"five-membered heterocycles","score":0.8429999947547913},{"id":"https://openalex.org/keywords/six-membered-heterocycles","display_name":"six-membered heterocycles","score":0.9980000257492065},{"id":"https://openalex.org/keywords/dissolving-metal-reduction","display_name":"dissolving metal reduction","score":0.6269999742507935},{"id":"https://openalex.org/keywords/conformational-flexibility","display_name":"conformational flexibility","score":0.9110000133514404},{"id":"https://openalex.org/keywords/steric-effects","display_name":"steric effects","score":0.8799999952316284}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9570900201797485},{"id":"https://openalex.org/C2776910235","wikidata":"https://www.wikidata.org/wiki/Q18574","display_name":"Reactivity (psychology)","level":3,"score":0.8340575695037842},{"id":"https://openalex.org/C2777811443","wikidata":"https://www.wikidata.org/wiki/Q415233","display_name":"Cyclopentene","level":3,"score":0.8000123500823975},{"id":"https://openalex.org/C201194858","wikidata":"https://www.wikidata.org/wiki/Q898238","display_name":"Steric effects","level":2,"score":0.6938085556030273},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.6029555201530457},{"id":"https://openalex.org/C2779746879","wikidata":"https://www.wikidata.org/wiki/Q3010548","display_name":"Enone","level":2,"score":0.5565419793128967},{"id":"https://openalex.org/C2778074193","wikidata":"https://www.wikidata.org/wiki/Q3498942","display_name":"Carboxylate","level":2,"score":0.5068219304084778},{"id":"https://openalex.org/C2777289219","wikidata":"https://www.wikidata.org/wiki/Q7632154","display_name":"Substrate (aquarium)","level":2,"score":0.48867490887641907},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.46115684509277344},{"id":"https://openalex.org/C2779484182","wikidata":"https://www.wikidata.org/wiki/Q413328","display_name":"Cyclohexene","level":3,"score":0.4345536231994629},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.42200931906700134},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.21366336941719055},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.1692674458026886},{"id":"https://openalex.org/C111368507","wikidata":"https://www.wikidata.org/wiki/Q43518","display_name":"Oceanography","level":1,"score":0.0},{"id":"https://openalex.org/C142724271","wikidata":"https://www.wikidata.org/wiki/Q7208","display_name":"Pathology","level":1,"score":0.0},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0},{"id":"https://openalex.org/C127313418","wikidata":"https://www.wikidata.org/wiki/Q1069","display_name":"Geology","level":0,"score":0.0},{"id":"https://openalex.org/C204787440","wikidata":"https://www.wikidata.org/wiki/Q188504","display_name":"Alternative medicine","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/jhet.111","doi":"https://doi.org/10.1002/jhet.111","is_oa":false,"landing_page_url":"https://doi.org/10.1002/jhet.111","pdf_url":null,"source":{"id":"https://openalex.org/S46134040","display_name":"Journal of Heterocyclic Chemistry","issn_l":"0022-152X","issn":["0022-152X","1943-5193"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-2","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":"Journal of Heterocyclic 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":21,"referenced_works":["https://openalex.org/W1974982382","https://openalex.org/W1978382677","https://openalex.org/W1987026350","https://openalex.org/W1989809931","https://openalex.org/W2011942447","https://openalex.org/W2013452304","https://openalex.org/W2020070894","https://openalex.org/W2027056535","https://openalex.org/W2043450000","https://openalex.org/W2048044665","https://openalex.org/W2053638677","https://openalex.org/W2069607377","https://openalex.org/W2070677923","https://openalex.org/W2116641388","https://openalex.org/W2128999177","https://openalex.org/W2129437953","https://openalex.org/W2172684039","https://openalex.org/W2317346287","https://openalex.org/W2950963354","https://openalex.org/W2951085180","https://openalex.org/W3005001111"],"related_works":["https://openalex.org/W2952887711","https://openalex.org/W2091479643","https://openalex.org/W2095919067","https://openalex.org/W2699614829","https://openalex.org/W4240722689","https://openalex.org/W2739583245","https://openalex.org/W2148917008","https://openalex.org/W2075174099","https://openalex.org/W2076780431","https://openalex.org/W2951297165"],"abstract_inverted_index":{"Abstract":[0],"magnified":[1],"image":[2],"In":[3],"this":[4],"study,":[5],"methyl":[6,9],"(\u00b1)\u20101\u2010(2\u2010nitrobenzyl)\u20104\u2010oxo\u20102\u2010cyclohexene\u20101\u2010carboxylate":[7],"and":[8,13,37,59,65],"(\u00b1)\u2010(2\u2010nitrobenzyl)\u20104\u2010oxo\u20102\u2010cyclopentene\u20101\u2010carboxylate":[10],"were":[11],"prepared":[12],"subjected":[14],"to":[15,53],"reductive":[16],"cyclization":[17],"under":[18],"dissolving":[19],"metal":[20],"conditions.":[21],"The":[22,47],"two":[23],"reactants":[24],"showed":[25],"divergent":[26],"behavior":[27],"with":[28],"the":[29,34,38,43,54],"six\u2010ring":[30],"substrate":[31,40],"reacting":[32],"at":[33],"ester":[35],"carbonyl":[36],"five\u2010ring":[39],"closing":[41],"on":[42],"enone":[44],"double":[45],"bond.":[46],"difference":[48],"in":[49],"reactivity":[50],"is":[51],"attributed":[52],"conformational":[55],"flexibility,":[56],"relative":[57],"reactivity,":[58],"steric":[60],"environment":[61],"of":[62],"C4\u2010substituted":[63],"six\u2010":[64],"five\u2010membered":[66],"cyclic":[67],"enones.":[68],"J.":[69],"Heterocyclic":[70],"Chem.,":[71],"(2009).":[72]},"counts_by_year":[{"year":2024,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2016,"cited_by_count":4},{"year":2015,"cited_by_count":1},{"year":2013,"cited_by_count":1}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}