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Organocatalyzed Highly Enantioselective and anti ‐Selective Construction of γ‐Butenolides through Vinylogous Mukaiyama Aldol Reaction
Author(s) -
Zhu Ning,
Ma BaoChun,
Zhang Yong,
Wang Wei
Publication year - 2010
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.201000099
Subject(s) - aldol reaction , chemistry , enantioselective synthesis , furan , organocatalysis , organic chemistry , stereochemistry , catalysis
The formation of chiral γ‐butenolides has been achieved with good yields (up to 90%), high enantioselectivity (up to 91%) and diastereoselectivity (up to 9/1, anti ‐selective) through an organocatalyzed vinylogous Mukaiyama aldol reaction of 2‐(trimethylsilyloxy)furan and aldehydes. A wide range of chiral γ‐butenolides was obtained under mild conditions by this methodology.