{"id":"https://openalex.org/W4232593700","doi":"https://doi.org/10.1002/ange.201503818","title":"Highly Efficient, Convergent, and Enantioselective Synthesis of Phthioceranic Acid","display_name":"Highly Efficient, Convergent, and Enantioselective Synthesis of Phthioceranic Acid","publication_year":2015,"publication_date":"2015-06-18","ids":{"openalex":"https://openalex.org/W4232593700","doi":"https://doi.org/10.1002/ange.201503818"},"language":"en","primary_location":{"id":"doi:10.1002/ange.201503818","doi":"https://doi.org/10.1002/ange.201503818","is_oa":false,"landing_page_url":"https://doi.org/10.1002/ange.201503818","pdf_url":null,"source":{"id":"https://openalex.org/S4210200754","display_name":"Angewandte Chemie","issn_l":"0044-8249","issn":["0044-8249","0932-2140","1521-3757"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","norway-1"],"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":"Angewandte Chemie","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/A5101538775","display_name":"Shiqing Xu","orcid":"https://orcid.org/0000-0001-6260-9290","observed_orcids":["https://orcid.org/0000-0001-6260-9290"]},"institutions":[{"id":"https://openalex.org/I219193219","display_name":"Purdue University West Lafayette","ror":"https://ror.org/02dqehb95","country_code":"US","type":"education","lineage":["https://openalex.org/I219193219"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Shiqing Xu","raw_affiliation_strings":["Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)","institution_ids":["https://openalex.org/I219193219"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5112630325","display_name":"Akimichi Oda","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I219193219","display_name":"Purdue University West Lafayette","ror":"https://ror.org/02dqehb95","country_code":"US","type":"education","lineage":["https://openalex.org/I219193219"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Akimichi Oda","raw_affiliation_strings":["Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)","institution_ids":["https://openalex.org/I219193219"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5010455248","display_name":"Thomas P. Bobinski","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I219193219","display_name":"Purdue University West Lafayette","ror":"https://ror.org/02dqehb95","country_code":"US","type":"education","lineage":["https://openalex.org/I219193219"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Thomas Bobinski","raw_affiliation_strings":["Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)","institution_ids":["https://openalex.org/I219193219"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5115603488","display_name":"Haijun Li","orcid":"https://orcid.org/0000-0002-5756-9260","observed_orcids":["https://orcid.org/0000-0002-5756-9260"]},"institutions":[{"id":"https://openalex.org/I219193219","display_name":"Purdue University West Lafayette","ror":"https://ror.org/02dqehb95","country_code":"US","type":"education","lineage":["https://openalex.org/I219193219"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Haijun Li","raw_affiliation_strings":["Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)","institution_ids":["https://openalex.org/I219193219"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5053326956","display_name":"Yohei Matsueda","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I219193219","display_name":"Purdue University West Lafayette","ror":"https://ror.org/02dqehb95","country_code":"US","type":"education","lineage":["https://openalex.org/I219193219"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Yohei Matsueda","raw_affiliation_strings":["Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)","institution_ids":["https://openalex.org/I219193219"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5049086283","display_name":"Ei\u2010ichi Negishi","orcid":"https://orcid.org/0000-0002-5746-5779","observed_orcids":["https://orcid.org/0000-0002-5746-5779"]},"institutions":[{"id":"https://openalex.org/I219193219","display_name":"Purdue University West Lafayette","ror":"https://ror.org/02dqehb95","country_code":"US","type":"education","lineage":["https://openalex.org/I219193219"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Ei\u2010ichi Negishi","raw_affiliation_strings":["Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA)","institution_ids":["https://openalex.org/I219193219"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5049086283"],"corresponding_institution_ids":["https://openalex.org/I219193219"],"apc_list":{"value":5790,"currency":"USD","value_usd":5790},"apc_paid":null,"fwci":0.7628,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.69410144,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":97},"biblio":{"volume":"127","issue":"32","first_page":"9451","last_page":"9454"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.5580999851226807,"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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.5580999851226807,"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":0.2833999991416931,"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":0.02759999968111515,"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/convergent-synthesis","display_name":"convergent synthesis","score":0.8420000076293945},{"id":"https://openalex.org/keywords/asymmetric-synthesis","display_name":"asymmetric synthesis","score":0.9860000014305115},{"id":"https://openalex.org/keywords/vinylation","display_name":"vinylation","score":0.9580000042915344},{"id":"https://openalex.org/keywords/stereocontrol","display_name":"stereocontrol","score":0.8050000071525574},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.7749999761581421}],"concepts":[{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.9457129240036011},{"id":"https://openalex.org/C39409265","wikidata":"https://www.wikidata.org/wiki/Q2687640","display_name":"Convergent synthesis","level":2,"score":0.6340141296386719},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5849633812904358},{"id":"https://openalex.org/C181647583","wikidata":"https://www.wikidata.org/wiki/Q903429","display_name":"Stereoselectivity","level":3,"score":0.5837985277175903},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5125565528869629},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.4832059144973755},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4798538088798523},{"id":"https://openalex.org/C129694887","wikidata":"https://www.wikidata.org/wiki/Q47455153","display_name":"Stereoisomerism","level":3,"score":0.4340587854385376},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.26896315813064575}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/ange.201503818","doi":"https://doi.org/10.1002/ange.201503818","is_oa":false,"landing_page_url":"https://doi.org/10.1002/ange.201503818","pdf_url":null,"source":{"id":"https://openalex.org/S4210200754","display_name":"Angewandte Chemie","issn_l":"0044-8249","issn":["0044-8249","0932-2140","1521-3757"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","norway-1"],"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":"Angewandte Chemie","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":59,"referenced_works":["https://openalex.org/W1521513623","https://openalex.org/W1808561123","https://openalex.org/W1887017620","https://openalex.org/W1966242825","https://openalex.org/W1969368344","https://openalex.org/W1971661340","https://openalex.org/W1987048626","https://openalex.org/W2004100730","https://openalex.org/W2011740736","https://openalex.org/W2012182437","https://openalex.org/W2012411901","https://openalex.org/W2013514734","https://openalex.org/W2024476429","https://openalex.org/W2029046912","https://openalex.org/W2030726354","https://openalex.org/W2035515486","https://openalex.org/W2040293706","https://openalex.org/W2049548721","https://openalex.org/W2049821856","https://openalex.org/W2050032539","https://openalex.org/W2050435248","https://openalex.org/W2053367932","https://openalex.org/W2065009836","https://openalex.org/W2071462961","https://openalex.org/W2072325916","https://openalex.org/W2095788424","https://openalex.org/W2098453900","https://openalex.org/W2104699219","https://openalex.org/W2106077790","https://openalex.org/W2123670835","https://openalex.org/W2128693624","https://openalex.org/W2129782919","https://openalex.org/W2129966668","https://openalex.org/W2135558162","https://openalex.org/W2135773218","https://openalex.org/W2140856741","https://openalex.org/W2152753538","https://openalex.org/W2153581990","https://openalex.org/W2160832363","https://openalex.org/W2162264448","https://openalex.org/W2167584641","https://openalex.org/W2167622874","https://openalex.org/W2168381507","https://openalex.org/W2168948654","https://openalex.org/W2171966249","https://openalex.org/W2312759837","https://openalex.org/W2949944694","https://openalex.org/W2950089652","https://openalex.org/W2951028023","https://openalex.org/W2951690915","https://openalex.org/W2951691988","https://openalex.org/W2952854826","https://openalex.org/W2952971208","https://openalex.org/W2953158407","https://openalex.org/W4233676816","https://openalex.org/W4242451487","https://openalex.org/W4244820562","https://openalex.org/W4251494634","https://openalex.org/W4256322854"],"related_works":["https://openalex.org/W2140856741","https://openalex.org/W2171966249","https://openalex.org/W2951028023","https://openalex.org/W4404058268","https://openalex.org/W2066870469","https://openalex.org/W2155564824","https://openalex.org/W2128590687","https://openalex.org/W2753918895","https://openalex.org/W2287358474","https://openalex.org/W2013514734"],"abstract_inverted_index":{"Abstract":[0],"A":[1],"new":[2],"strategy":[3,53],"for":[4,54],"highly":[5],"concise,":[6],"convergent,":[7],"and":[8,25],"enantioselective":[9],"access":[10],"to":[11,20,42],"polydeoxypropionates":[12],"has":[13],"been":[14],"developed.":[15],"ZACA\u2010Pd\u2010catalyzed":[16],"vinylation":[17],"was":[18],"used":[19],"prepare":[21],"smaller":[22,39],"deoxypropionate":[23],"fragments,":[24],"then":[26],"two":[27],"key":[28,61],"sequential":[29],"Cu\u2010catalyzed":[30],"stereocontrolled":[31],"sp3\u2013sp3":[32],"cross\u2010coupling":[33],"reactions":[34],"allowed":[35],"convergent":[36],"assembly":[37],"of":[38,57,63,67],"building":[40],"blocks":[41],"build\u2010up":[43],"long":[44],"polydeoxypropionate":[45],"chains":[46],"with":[47,76],"excellent":[48],"stereoselectivity.":[49],"We":[50],"employed":[51],"this":[52],"the":[55,64],"synthesis":[56],"phthioceranic":[58],"acid,":[59],"a":[60],"constituent":[62],"cell\u2010wall":[65],"lipid":[66],"Mycobacterium":[68],"tuberculosis,":[69],"in":[70],"just":[71],"8":[72],"longest":[73],"linear":[74],"steps":[75],"full":[77],"stereocontrol.":[78]},"counts_by_year":[{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2017,"cited_by_count":2},{"year":2016,"cited_by_count":3}],"updated_date":"2026-10-14T16:39:01.820549","created_date":"2022-05-12T00:00:00"}