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Construction of Chiral Isotetronic Acid-Fused Thiochromane via Doubly Annulative Strategy.
Mo, Yiran; Zhang, Xuehuan; Yao, Yongqi; Duan, Cong; Ye, Ling; Shi, Zhichuan; Zhao, Zhigang; Li, Xuefeng.
Afiliação
  • Mo Y; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
  • Zhang X; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
  • Yao Y; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
  • Duan C; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
  • Ye L; Faculty of Geosciences and Environmental Engineering, Southwest Jiaotong University, Chengdu 610031, China.
  • Shi Z; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
  • Zhao Z; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
  • Li X; College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China.
J Org Chem ; 86(6): 4448-4456, 2021 03 19.
Article em En | MEDLINE | ID: mdl-33651601
ABSTRACT
A sulfa-Michael/aldol/lactonization cascade reaction has been established to construct isotetronic acid-fused thiochromanes in a highly stereoselective fashion (≥111 dr, 35-98% ee). The tricyclic products were obtained in 35-99% isolated yields in the presence of a bifunctional squaramide. Three reactive sites of ß,γ-unsaturated α-ketoester, including the less-explored ester carbonyl group, were sequentially utilized to construct two fused heterocycles in a one-pot operation.
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Texto completo: 1 Bases de dados: MEDLINE Assunto principal: Ésteres Idioma: En Revista: J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: China
Texto completo
Adicionar na Minha BVS
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XML
PubMed Links
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Texto completo: 1 Bases de dados: MEDLINE Assunto principal: Ésteres Idioma: En Revista: J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: China