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Enantioselective Syntheses of α‐ exo ‐Methylene‐Lactones via Organocatalytic Halolactonization
Author(s) -
Wang Wei,
He Haoquan,
Gan Min,
Wang Haitao,
Wang Yuqiang,
Jiang Xiaojian
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900728
Subject(s) - methylene , chemistry , enantioselective synthesis , catalysis , organic chemistry , stereochemistry , organocatalysis
Abstract α‐ exo ‐Methylene‐γ‐butyrolactones and α‐ exo ‐methylene‐δ‐valerolactones constitute an important group of natural and bioactive products. An enantioselective halolactonization of dienoic acids using (DHQD) 2 PHAL catalyst is described. Various halogenated α‐ exo ‐methylene‐γ‐butyrolactones and α‐ exo ‐methylene‐δ‐valerolactones were obtained in high yields and enantioselectivities. The resulting enantioenriched halogenated α‐ exo ‐methylene‐lactones were found to exhibit significant tumor‐inhibiting activities.