Tetrahedron letters

A facile and stereoselective synthetic method for allylic 1, 3-dienyl ethers

E Tayama, S Sugai, M Hara

文献索引：Tayama, Eiji; Sugai, Sayaka; Hara, Masahiro Tetrahedron Letters, 2006 , vol. 47, # 43 p. 7533 - 7535

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被引用次数: 8

摘要

The 1, 4-elimination reaction of 1-allyloxy-4-methoxy-(2Z)-alkenes with n-butyllithium is shown to proceed in a marked preference to the [2, 3] Wittig rearrangement to afford the allylic (1Z, 3E)-dienyl ethers in high stereoselectivities. The synthetic utility of this method is demonstrated by the Claisen rearrangement of the dienyl ethers thus obtained.