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Highly Enantioselective Addition of 1-Fluoro-1-nitro(phenylsulfonyl)methane to α,β-Unsaturated Aldehydes

✍ Scribed by Martin Kamlar; Natalia Bravo; Andrea-Nekane R. Alba; Simona Hybelbauerová; Ivana Císařová; Jan Veselý; Albert Moyano; Ramon Rios

Book ID
102172182
Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
301 KB
Volume
2010
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

An organocatalytic, highly enantioselective addition of 1‐fluoro‐1‐nitro(phenylsulfonyl)methane to α,β‐unsaturated aldehydes is reported. The reaction is simply catalyzed by secondary amines and furnishes the corresponding fluorinated derivatives in good yields, with moderate diastereoselectivities and excellent enantioselectivities. The absolute configuration of the major diastereomers was unambiguously ascertained by X‐ray diffraction analysis.

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