Tetrahedron

Preparation of furans from alkynols utilizing palladium catalyzed intramolecular addition of alcohol to acetylene as a key reaction

Y Wakabayashi, Y Fukuda, H Shiragami, K Utimoto…

Index: Wakabayashi, Yukio; Fukuda, Yukitoshi; Shiragami, Hiroshi; Utimoto, Kiitiro; Nozaki, Hitosi Tetrahedron, 1985 ,  vol. 41,  # 18  p. 3655 - 3661

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Citation Number: 76

Abstract

A procedure is described for the synthesis of furans from 3-alkyn-1, 2-diols or 2-methoxy-3- alkyn-1-ols by palladium catalyzed intramolecular addition of alcoholic moiety to acetylene linkage followed by elimination of water or methanol. The intermediary 3-furylpalladiums can be trapped with allyl halides affording 3-allylfurans in good yields.