Premium
Expanding the Scope of the Direct Regiospecific Asymmetric Aldol Reaction to Enones and Dienones Catalyzed by a BINOL‐Derived Brønsted Acid
Author(s) -
Das Joydeb,
Le Cavelier Fabien,
Rouden Jacques,
Blanchet Jérôme
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201101282
Subject(s) - chemistry , aldol reaction , brønsted–lowry acid–base theory , phosphoric acid , catalysis , organocatalysis , organic chemistry , scope (computer science) , acid catalysis , enantioselective synthesis , combinatorial chemistry , stereochemistry , computer science , programming language
Chiral phosphoric acid ( R )‐ 1a has been shown to be an efficient Brønsted acid catalyst for the useful asymmetric synthesis of various acyclic and endo‐ and exocyclic β‐hydroxyenones through a regiospecific aldol reaction between α,β‐unsaturated ketones and ethyl glyoxalate. Moreover, two unprecedented examples involving sensitive dienones are reported.