Intramolecular Diels–Alder reactions of 1-phenylsulfonylalka-1, 2,(ω− 3),(ω− 1)-tetraenes

JR Bull, R Gordon, R Hunter

Index: Bull, James R.; Gordon, Richard; Hunter, Roger Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 18 p. 3129 - 3139

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Citation Number: 13

Abstract

Methods are described for conversion of a series of (E [])-alka-(ω− 3),(ω− 1)-dienals 2, via ethynylation to the corresponding alkadienynols 3, followed by sequential [2, 3] sigmatropic rearrangement of their derived phenylsulfenate esters and chemoselective oxidation, into 1- phenylsulfonylalka-1, 2,(ω− 3),(ω− 1)-t

~42%

~92%

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