Premium
Merging Organocatalysis with an Indium(III)‐Mediated Process: A Stereoselective α‐Alkylation of Aldehydes with Allylic Alcohols
Author(s) -
Capdevila Montse Guiteras,
Benfatti Fides,
Zoli Luca,
Stenta Marco,
Cozzi Pier Giorgio
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001693
Subject(s) - stereoselectivity , organocatalysis , allylic rearrangement , alkylation , indium , chemistry , organic chemistry , process (computing) , catalysis , combinatorial chemistry , enantioselective synthesis , computer science , programming language
Curiosity killed the CAT…ions! The use of stabilized cationic intermediates can be considered as a new frontier in the development of stereoselective reactions. An organocatalytic procedure mediated by the MacMillan imidazolidinone catalyst was coupled with an InBr 3 ‐mediated process for the development of a novel stereoselective allylation reaction of aldehydes. Up to 98 % ee and up to 5:1 d.r. were obtained in the process.