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  • Enantioselective α-Chlorination of Aldehydes with Recyclable Fluorous (S)-Pyrrolidine-Thiourea Bifunctional Organocatalyst.

Enantioselective α-Chlorination of Aldehydes with Recyclable Fluorous (S)-Pyrrolidine-Thiourea Bifunctional Organocatalyst.

Synlett : accounts and rapid communications in synthetic organic chemistry (2010-08-19)
Liang Wang, Chun Cai, Dennis P Curran, Wei Zhang
ABSTRACT

A novel fluorous (S)-pyrrolidine-thiourea bifunctional organocatalyst is prepared. The catalyst shows good activity and enantioselectivity for direct α-chlorination of aldehydes using N-chlorosuccinimide (NCS) as the chlorine source. It can be recovered from the reaction mixture by fluorous solid-phase extraction with excellent purity for direct reuse.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hydrocinnamaldehyde, technical grade, 90%
Sigma-Aldrich
4-(Heptadecafluorooctyl)aniline, ≥95.0% (GC)