Tetrahedron Letters

An organocatalyzed highly regioselective one-pot approach to the synthesis of tetrahydrobenzofuranones

R Chawla, AK Singh, LDS Yadav

Index: Chawla, Ruchi; Singh, Atul K.; Yadav, Lal Dhar S. Tetrahedron Letters, 2012 , vol. 53, # 26 p. 3382 - 3384

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Citation Number: 15

Abstract

An organocatalyzed highly regioselective synthesis of substituted tetrahydrobenzofuran-4- ones based on the ring opening followed by cyclization of epoxides with enamines of 1, 3- cyclohexanediones in a domino fashion is described. It is a high yielding (74–93%) synthetic protocol tolerant to a wide range of substrates. Ambient temperature, organocatalytic approach, atom-economy, and formation of water as the only by-product are some of the ...