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Straightforward and Stereoselective Synthesis of α,β‐Diamino Acid Derivatives by Means of an Organocatalyzed Decarboxylative Mannich Reaction
Author(s) -
Singjunla Yuttapong,
Baudoux Jérôme,
Rouden Jacques
Publication year - 2017
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.201700468
Subject(s) - chemistry , dabco , stereoselectivity , diastereomer , organic chemistry , mannich reaction , octane , organocatalysis , malonic acid , enantioselective synthesis , catalysis
A rapid and convenient method has been developed for the stereoselective synthesis of α,β‐diamino acid derivatives from amido‐substituted malonic acid half oxyesters (MAHOs) and imines. The anti products were obtained with a diastereomeric ratio up to 99:1 by using a decarboxylative Mannich reaction catalyzed by commercially available 1,4‐diazabicyclo[2.2.2] octane (DABCO).