Synthesis 2015; 47(15): 2207-2216
DOI: 10.1055/s-0034-1380717
special topic
© Georg Thieme Verlag Stuttgart · New York

Chiral Primary Amine Catalyzed Asymmetric Tandem Reduction–Michael Addition–Protonation Reaction between Alkylidene Meldrum’s Acid and α-Substituted Vinyl Ketones

Niankai Fu
a  Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China
b  Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071, China   Email: luosz@iccas.ac.cn
,
Yinliang Guo
a  Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China
,
Long Zhang
a  Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China
b  Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071, China   Email: luosz@iccas.ac.cn
,
Sanzhong Luo*
a  Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China
b  Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071, China   Email: luosz@iccas.ac.cn
› Author Affiliations
Further Information

Publication History

Received: 06 March 2015

Accepted after revision: 13 April 2015

Publication Date:
19 May 2015 (eFirst)

Abstract

One-pot three-component tandem reduction–Michael addition–protonation reactions of alkylidene Meldrum’s acids to α-substituted vinyl ketones have been developed by using a chiral primary amine as the organocatalyst, affording the products in excellent yields and with good enantioselectivity.

Supporting Information

 
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