Novel sequential 1, 4-Brook rearrangement–Wittig reaction: new one-pot approach for silyl dienol ethers

Y Matsuya, A Koiwai, D Minato, K Sugimoto…

Index: Matsuya, Yuji; Koiwai, Azusa; Minato, Daishiro; Sugimoto, Kenji; Toyooka, Naoki Tetrahedron Letters, 2012 , vol. 53, # 44 p. 5955 - 5957,3

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Citation Number: 9

Abstract

A novel one-pot synthetic method of silyl dienol ethers via 1, 4-Brook rearrangement–Wittig reaction sequence has been developed. This tandem reaction proceeded via the intramolecular silyl migration step, which enabled stereoselective formation of phosphorane intermediates. The reaction is operationally simple and high yielding, thus providing a new useful formula for silyl dienol ether synthesis.