Organocatalytic Enantioselective α-Bromination of Aldehydes with -Bromosuccinimide

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2022 May 26

PMID 35617931

Authors

George Hutchinson

Carla Alamillo-Ferrer

Martin Fernandez-Pascual

Jordi Bures

Affiliations

Soon will be listed here.

Abstract

Despite the wealth of existing organocatalytic, enantioselective transformations, the α-bromination of aldehydes remains a challenging reaction. The four examples reported to date require expensive, inconvenient brominating agents to achieve the desired products in excellent yields and enantioselectivities. The preferred brominating agent, -bromosuccinimide (NBS), has been repeatedly discarded for these reactions because it results in low yields and relatively poor enantioselectivities. We describe a methodology that uses NBS and performs excellently with low catalyst loadings, short reaction times, and mild temperatures.

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