Tetrahedron letters

Electronic effects in asymmetric hydroboration

CM Garner, S Chiang, M Nething, R Monestel

Index: Garner, Charles M.; Chiang, Shirley; Nething, Matthew; Monestel, Robert Tetrahedron Letters, 2002 , vol. 43, # 46 p. 8339 - 8342

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Citation Number: 10

Abstract

To determine whether electronic effects are operative in asymmetric hydroboration, a series of para-substituted 2-aryl-1-propenes were prepared and reacted with four asymmetric borane reagents. A significant correlation between the electronic nature of the para- substituent and the degree of asymmetric induction was observed only for a chloroborane– ether complex, not for any of several simple alkylboranes. A quantitative analysis of the ...