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Communication | Special issue | Vol 25, No. 1, 1987, pp.139-144
Published online, 1st January, 1970
DOI: 10.3987/S-1987-01-0139
Macroring Contraction Methodology. 2. Total Synthesis of Haagenolide by [2,3]-Witting Rearrangement of 13-Membered Diallylic Ether

Takashi Takahashi, Hisao Nemoto, Yutaka Kanda, and Jiro Tsuji

*Department of Applied Chemistry, Graduate School of Science and Technology, Tokyo Instituteof Technology, Meguro-ku, Tokyo 152-8552, Japan

Abstract

A new route to construct the carbon skeleton of Haagenolide is described wherein the 13-membered diallylic ether 17, prepared by the cyanohydrin methodology, undergoes [2,3]-Wittig rearrangement to give the ten-membered carbocycles.