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Enantioselective total synthesis of (+)-Lingzhiol via tandem semipinacol rearrangement/Friedel-Crafts type cyclization.
Chen, Dong; Xu, Wen-Dan; Liu, Hao-Miao; Li, Ming-Ming; Yan, Yong-Min; Li, Xiao-Nian; Li, Yan; Cheng, Yong-Xian; Qin, Hong-Bo.
Afiliação
  • Chen D; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
  • Xu WD; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
  • Liu HM; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
  • Li MM; Yunnan Baiyao Group Corporation Limited, Kunming 650032, China.
  • Yan YM; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn.
  • Li XN; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn.
  • Li Y; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn.
  • Cheng YX; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn.
  • Qin HB; State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, P. R. China. qinhongbo@mail.kib.ac.cn.
Chem Commun (Camb) ; 52(55): 8561-4, 2016 Jun 30.
Article em En | MEDLINE | ID: mdl-27321202
ABSTRACT
Enantioselective total synthesis of (+)-Lingzhiol has been achieved. It is the first example of in tandem semipinacol rearrangement reactions, the migrated aryl group further reacting with the carbonyl oxonium electrophile to furnish a polycyclic skeleton. Our synthesis involves 13 steps and proceeds in 6% overall yield.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article