A convenient method for the preparation of 3-trimethylsilyl-2, 5-dihydrofurans and their conversion to furans

F Sato, H Kanbara, Y Tanaka

Index: Sato, Fumie; Kanbara, Hiroshi; Tanaka, Youichi Tetrahedron Letters, 1984 , vol. 25, # 44 p. 5063 - 5066

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Citation Number: 23

Abstract

Abstract Hydromagnesiation of 3-trimethylsilyl-2-propyn-1-o1 (1) followed by reaction with aldehydes or ketones affords (E)-3-trimethylsilyl-2-alken-1, 4-diols (2), which can be readily dehydrated to 3-trimethylsilyl-2, 5-dihydrofurans (3) by treatment with BF 3 OEt 2. The compounds (3) are converted to furans (5) by epoxidation and subsequent treatment with H 2 SO 4.