One‐Pot Desymmetrization of meso‐1,2‐Hydrocarbon Diols through Acylation and Oxidation

Abstract

Avoid racemization! Short lipophilic oligopeptides utilizing nucleophilic N-π-methyl histidine residues catalyze the desymmetrization of meso-1,2-diols with enantiomeric ratios of up to 94:6. Direct one-pot oxidation, which avoids the well-known racemization of the monoacylated product, directly leads to α-acetoxy ketones with enantiomeric ratios of up to 97:3 and 97 % yield. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.