Enantioselective α-benzylation of Aldehydes Via Photoredox Organocatalysis

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2010 Sep 14

PMID 20831195

Citations 69

Authors

Hui-Wen Shih

Mark N Vander Wal

Rebecca L Grange

David W C MacMillan

Affiliations

Soon will be listed here.

Abstract

The first enantioselective aldehyde α-benzylation using electron-deficient aryl and heteroaryl substrates has been accomplished. The productive merger of a chiral imidazolidinone organocatalyst and a commercially available iridium photoredox catalyst in the presence of household fluorescent light directly affords the desired homobenzylic stereogenicity in good to excellent yield and enantioselectivity. The utility of this methodology has been demonstrated via rapid access to an enantioenriched drug target for angiogenesis suppression.

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