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A Highly Efficient Large‐Scale Asymmetric Direct Intermolecular Aldol Reaction Employing L ‐Prolinamide as a Recoverable Catalyst
Author(s) -
Yang Yang,
He YanHong,
Guan Zhi,
Huang WeiDa
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.201000355
Subject(s) - aldol reaction , chemistry , bifunctional , catalysis , intermolecular force , enantioselective synthesis , organocatalysis , organic chemistry , reaction conditions , combinatorial chemistry , molecule
A new, simple bifunctional, recoverable and reusable L ‐prolinamide organocatalyst that promotes aldol reactions while achieving a respectable level of enantioselectivity is reported. This organocatalyst is applicable to the reactions of a wide range of aromatic and heteroaromatic aldehydes with cyclic and acyclic ketones, and the anti ‐aldol products could be obtained with up to 99:1 anti/syn ratio and 98% ee . The catalyst can be easily recovered and reused, and only a slight decrease of enantioselectivity was observed for five cycles. This novel catalyst can be efficiently used in large‐scale reactions with the enantioselectivity being maintained at the same level, which offers a great possibility for application in industry.