4.4 Article

Aza-Michael reaction promoted by aqueous sodium carbonate solution

Journal

TETRAHEDRON LETTERS
Volume 54, Issue 21, Pages 2669-2673

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.03.043

Keywords

Aza-Michael reaction; Aqueous sodium carbonate solution; beta-Amino carbonyl compounds; Mono-alkylation

Funding

  1. National Natural Science Foundation of China [NSFC-20872183, 20972126, 21272185]
  2. Program for New Century Excellent Talents in University of the Ministry of Education China [NCET-10-0937]
  3. Education Department of Shaanxi Provincial Government [09JK776]

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A general and efficient aza-Michael reaction promoted by aqueous sodium carbonate solution has been developed. The reaction has complete mono-alkylation selectivity and proceeds with complete chirality retention for chiral amino esters. With a broad substrate scope, a well-common catalyst and simple operation, the catalytic approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of beta-amino carbonyl compounds. (c) 2013 Elsevier Ltd. All rights reserved.

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