Enantioselective synthesis of α-nitro-δ-ketosulfones via a quinine–squaramide catalyzed conjugate addition of α-nitrosulfones to enones

Bera, Kalisankar ; Namboothiri, Irishi N. N. (2013) Enantioselective synthesis of α-nitro-δ-ketosulfones via a quinine–squaramide catalyzed conjugate addition of α-nitrosulfones to enones Chemical Communications, 49 (90). p. 10632. ISSN 1359-7345

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Official URL: http://doi.org/10.1039/c3cc45985c

Related URL: http://dx.doi.org/10.1039/c3cc45985c

Abstract

Conjugate addition of α-nitrosulfones to vinyl ketones in the presence of 0.2 mol% of a quinine-squaramide organocatalyst afforded α-nitro-δ-ketosulfones possessing a tetrasubstituted chiral center in excellent yield and enantioselectivity in most cases. This strategy also offers a facile and convenient entry into γ-sulfonylhydroxamates that are one carbon homologs of potent enzyme inhibitors.

Item Type:Article
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ID Code:121555
Deposited On:19 Jul 2021 08:41
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