Liebigs Annalen der Chemie

Geometrically directed lithiation of O??Alkyloximes for the synthesis of linear polyethers

S Shatzmiller, BZ Dolitzki

Index: Shatzmiller, Shimon; Dolitzki, Ben-Zion Liebigs Annalen der Chemie, 1991 , # 3 p. 189 - 194

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Citation Number: 4

Abstract

Abstract For synthetic purposes, the polyether-based secondary alcohols 7 and 8 were prepared from acetone O-methyloxime (1). This applies the (Z) effect for the geometry- directed alkylation sequence, recovery of the keto group and reduction. In contrast to 11, α- phenylthio-substituted O-alkyloxime 26 was found to be unsuitable as starting material for such synthesis. The strong effect of bivalent sulfur in the α-position shadows the (Z) effect ...