4.4 Article

Synthesis of alkynyl Z-ketimines and their application in amine-catalyzed asymmetric Mannich reactions and conjugate addition

Journal

TETRAHEDRON
Volume 91, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2021.132225

Keywords

Amine catalyst; Asymmetric reaction; Mannich reaction; Conjugate addition; Ketimines

Funding

  1. JSPS KAKENHI [JP26220803, JP18H01975, JP20H04815, JP20H04828]

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A facile and practical synthesis of alkynyl Z-ketimines has been developed, serving as a synthetic equivalent of alkyl ketimines. The obtained alkynyl Z-ketimines have been successfully utilized in enantioselective Mannich reaction and conjugate addition catalyzed by a chiral amine with an acid functionality.
We developed a facile and practical synthesis of various alkynyl Z-ketimines, which can be used as a synthetic equivalent of alkyl ketimines. The obtained alkynyl Z-ketimines could be successfully applied in enantioselective Mannich reaction and conjugate addition catalyzed by a chiral amine with an acid functionality. (C) 2021 Elsevier Ltd. All rights reserved.

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