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Synthesis 2015; 47(15): 2207-2216
DOI: 10.1055/s-0034-1380717
DOI: 10.1055/s-0034-1380717
special topic
Chiral Primary Amine Catalyzed Asymmetric Tandem Reduction–Michael Addition–Protonation Reaction between Alkylidene Meldrum’s Acid and α-Substituted Vinyl Ketones
Further Information
Publication History
Received: 06 March 2015
Accepted after revision: 13 April 2015
Publication Date:
19 May 2015 (online)
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.
Key words
primary amine catalysis - enamine protonation - Meldrum’s acid - Michael addition - α-substituted vinyl ketoneSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380717.
- Supporting Information
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For reviews on Meldrum’s acid, see:
For a recent review, see:
For selected examples of alkylidene Meldrum’s acids used in asymmetric C–C bond-forming reactions, see:
For selected examples of Meldrum’s acids used in asymmetric C–C bond-forming reactions, see:
For accounts, see:
For examples, see:
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