Highly Enantioselective Hydrogenation of Styrenes Directed by 2′-Hydroxyl Groups

X Wang, A Guram, S Caille, J Hu, JP Preston…

Index: Wang, Xiang; Guram, Anil; Caille, Seb; Hu, Jack; Preston; Ronk, Michael; Walker, Shawn Organic Letters, 2011 , vol. 13, # 7 p. 1881 - 1883

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Citation Number: 31

Abstract

A new synthetic strategy that turns styrene-type olefins into excellent substrates for Rh- catalyzed asymmetric hydrogenation by installing a 2′-hydroxyl substituent is described. This methodology accommodates trisubstituted olefinic substrates in various E/Z mixtures, leading to valuable benzylic chiral compounds including (R)-tolterodine. It is also demonstrated that the 2′-hydroxyl groups could be readily removed in high yield without ...