Asymmetric Hydroxylative Phenol Dearomatization Through in Situ Generation of Iodanes from Chiral Iodoarenes and M-CPBA

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2009 May 19

PMID 19449349

Citations 16

Authors

Stephane Quideau

Gildas Lyvinec

Melanie Marguerit

Katell Bathany

Aurelie Ozanne-Beaudenon

Thierry Buffeteau

Dominique Cavagnat

Alain Chenede

Affiliations

Soon will be listed here.

Abstract

'I' is all the hype: A twofold excess of iodoarene in the title reaction leads to ortho-quinols in good yields, whereas organocatalytic versions of this reaction enable subsequent epoxidation in a regio- and diastereoselective fashion. Chiral iodobiarenes led to enantioselectivities up to 50 % ee. m-CPBA = meta-chloroperoxybenzoic acid.

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