Chemistry–A European Journal

A New, Non??Iterative Asymmetric Synthesis of Long??Chain 1, 3??Polyols

ME Schwenter, P Vogel

Index: Schwenter, Marc-Etienne; Vogel, Pierre Chemistry - A European Journal, 2000 , vol. 6, # 22 p. 4091 - 4103

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Citation Number: 36

Abstract

Abstract A new approach to the asymmetric synthesis of pentadeca-1, 3, 5, 7, 9, 11, 13, 15- octols and their derivatives is presented. It is based on the Sharpless asymmetric dihydroxylation (AD) of 4, 4′-methylene [(1R, 1′ S, 6R, 6′ S)-6-acetoxycyclohept-3-en-1- yl] bis (4-methoxybenzoate)(9), derived from a double [3+ 4] cycloaddition of the 1, 1, 3- trichloro-2-oxyallyl cation with 2, 2′-methylenedifuran (1). The diol (−)-10, obtained in ...