Interannular diastereoselectivity in the hydroboration of functionalized 1-cyclohexylcyclohexenes

TW Bell, JR Vargas, GA Crispino

Index: Bell, Thomas W.; Vargas, J. Ramon; Crispino, Gerard A. Journal of Organic Chemistry, 1989 , vol. 54, # 8 p. 1978 - 1987

Full Text: HTML

Citation Number: 16

Abstract

Results Syntheses of Hydroboration Substrates. In order to test the interannular directing effects of stereochemically defined carbonyl and hydroxyl groups, a series of functionalized cyclohexylcyclohexenes (C12) and 1, 3-di-cyclohexen-1-ylcyclohexanes (c18) was required. The Clz and C18 manifolds were entered simultaneously by a onepot aldol condensation/ dehydration of cyclohexanone, according to the method of Plesek (Scheme I). 8 ...