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A Catalytic Enantioselective Imino‐Reformatsky Reaction
Author(s) -
Cozzi Pier Giorgio
Publication year - 2006
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.200606178
Subject(s) - chemistry , dimethylzinc , enantioselective synthesis , reformatsky reaction , catalysis , imine , chiral ligand , organic chemistry , combinatorial chemistry
The admission of air in the reaction mixture of imine, ethyl iodoacetate and dimethylzinc, in the presence of 20–30 mol % of inexpensive and commercially available N ‐methylephedrine as the chiral ligand, promoted the Reformatsky reaction, without the need for other metals or catalysts. Excellent yields (up to 92 %) and enantioselectivities (83–94 %) were obtained for the tested substrates. The reaction shows a broad scope, and all the imines are prepared in situ , using Me 2 Zn as the dehydrating agent.