Abstract
The use of active methylene reagents in asymmetric catalysis allows interesting and wide synthetic applications for the preparation of highly elaborated enantioenriched compounds. In this review, the chemistry in which sulfur groups, such as a sulfone or more recently even a sulfoxide, in the reagent is utilized to activate the α-methylene position towards either an electrophilic or a nucleophilic attack is compiled. The review is divided into three sections that expose these two activation approaches and the combination of both, and, in each part, the examples are classified according to the reaction type involved. Moreover, the possibility of further functionalization of the products in has also been exemplified.
Keywords: Methylene Reagents, Sulfur Derivatives, Sulfones, Asymmetric Catalysis, Organocatalysis, Metal Catalysis, α-position, β-ketosulfones, α-fluoro-β-ketosulfones, keto-nitroalkanes
Current Organic Chemistry
Title:Sulfur Activated α-Methylene Reagents in Asymmetric Catalysis
Volume: 16 Issue: 19
Author(s): Renate Rohlmann and Olga G. Mancheno
Affiliation:
Keywords: Methylene Reagents, Sulfur Derivatives, Sulfones, Asymmetric Catalysis, Organocatalysis, Metal Catalysis, α-position, β-ketosulfones, α-fluoro-β-ketosulfones, keto-nitroalkanes
Abstract: The use of active methylene reagents in asymmetric catalysis allows interesting and wide synthetic applications for the preparation of highly elaborated enantioenriched compounds. In this review, the chemistry in which sulfur groups, such as a sulfone or more recently even a sulfoxide, in the reagent is utilized to activate the α-methylene position towards either an electrophilic or a nucleophilic attack is compiled. The review is divided into three sections that expose these two activation approaches and the combination of both, and, in each part, the examples are classified according to the reaction type involved. Moreover, the possibility of further functionalization of the products in has also been exemplified.
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Cite this article as:
Rohlmann Renate and Mancheno G. Olga, Sulfur Activated α-Methylene Reagents in Asymmetric Catalysis, Current Organic Chemistry 2012; 16 (19) . https://dx.doi.org/10.2174/138527212803520272
DOI https://dx.doi.org/10.2174/138527212803520272 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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