Tetrahedron

New sigmatropic sequences based on the [2, 3]-wittig rearrangement of the bis-allylic ether system: A general approach to regiocontrolled c—c bond formation of …

K Mikami, N Kishi, T Nakai, Y Fujita

Index: Mikami, Koichi; Kishi, Naoyuki; Nakai, Takeshi; Fujita, Yoshiji Tetrahedron, 1986 , vol. 42, # 11 p. 2911 - 2918

Full Text: HTML

Citation Number: 13

Abstract

Four new sigmatropic sequences triggered by the regiocontrolled [2, 3]-Wittig rearrangement of unsymmetrical bis-allylic ethers (1) to the l, 5-dien-3-ols (2) arc described, which provide unique, regiocontrolled methods for the synthesis of a wide variety of unsaturated carbonyl compounds possessing interesting molecular frameworks. The newly developed sequences include the [2, 3]-Wittig-Claisen, the tandem [2, 3]-Wittig-oxy-Cope, the tandem oxy-Cope- ...