Enantioselective synthesis of γ-tetrasubstituted nitrosulfonyl carboxylates and amides vial-tert-leucine-derived-squaramide catalyzed conjugate addition of nitrosulfones to acrylates and acrylamides

Bera, Kalisankar ; Namboothiri, Irishi N. N. (2014) Enantioselective synthesis of γ-tetrasubstituted nitrosulfonyl carboxylates and amides vial-tert-leucine-derived-squaramide catalyzed conjugate addition of nitrosulfones to acrylates and acrylamides Organic and Biomolecular Chemistry, 12 (33). pp. 6425-6431. ISSN 1477-0520

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Official URL: http://doi.org/10.1039/c4ob00344f

Related URL: http://dx.doi.org/10.1039/c4ob00344f

Abstract

Michael addition of α-nitrosulfones to aryl- and alkyl acrylates and acrylamides proceeds in the presence of 5-10 mol% of an amino acid derived new organocatalyst to provide γ-tetrasubstituted γ-nitro-γ- sulfonyl carboxylates and amides in excellent yields and enantioselectivities. Scale-up of the reaction to multi-grams, convenient recovery of the catalyst and its recyclability without any drop in yield and selectivity are attractive features of this methodology.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:121448
Deposited On:16 Jul 2021 07:30
Last Modified:16 Jul 2021 07:30

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