Organic letters

Regioselective hydroformylation of allylic alcohols

TE Lightburn, OA De Paolis, KH Cheng, KL Tan

Index: Lightburn, Thomas E.; De Paolis, Omar A.; Cheng, Ka H.; Tan, Kian L. Organic Letters, 2011 , vol. 13, # 10 p. 2686 - 2689

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Citation Number: 30

Abstract

A highly regioselective hydroformylation of allylic alcohols is reported toward the synthesis of β-hydroxy-acid and aldehyde products. The selectivity is achieved through the use of a ligand that reversibly binds to alcohols in situ, allowing for a directed hydroformylation to occur. The application to trisubstituted olefins was also demonstrated, which yields a single diastereomer product consistent with a stereospecific addition of CO and hydrogen.