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Thermal Effects in the Organocatalytic Asymmetric α‐Amination of Disubstituted Aldehydes with Azodicarboxylates: A High‐Temperature Organocatalysis
Author(s) -
Baumann Thomas,
Bächle Michael,
Hartmann Caroline,
Bräse Stefan
Publication year - 2008
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.200701167
Subject(s) - chemistry , amination , organocatalysis , yield (engineering) , microwave chemistry , reductive amination , organic chemistry , enantioselective synthesis , catalysis , microwave irradiation , combinatorial chemistry , materials science , metallurgy
Abstract This article describes the thermally accelerated organocatalytic α‐amination of disubstituted aldehydes with azodicarboxylates under microwave conditions. Compared to the results previously obtained at room temperature, both yield and enantioselectivity could be significantly increased. Employing microwave irradiation resulted in a considerably reduced reaction time. Therefore, this improved protocol allows the fast and efficient synthesis of α,α‐disubstituted amino aldehydes and provided the best results for the α‐amination of disubstituted aldehydes to date. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)