Tetrahedron

An efficient synthesis of 3-arylmethyl-7, 8-dihydro-6H-chromene-2, 5-diones from Baylis–Hillman adduct acetates under solvent-free conditions

W Zhong, Y Zhao, W Su

Index: Zhong, Weihui; Zhao, Yongzhi; Su, Weike Tetrahedron, 2008 , vol. 64, # 23 p. 5491 - 5496

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Citation Number: 20

Abstract

A simple, efficient synthesis of 3-arylmethyl-7, 8-dihydro-6H-chromene-2, 5-dione 4 from Baylis–Hillman adduct acetates derived from aromatic aldehydes and cyclohexane-1, 3- diones under solvent-free conditions is described. Interestingly, when Baylis–Hillman adducts derived from aliphatic aldehydes were tested under the similar conditions, the unexpected stereoisomers 5 and 6 were obtained in moderate yields. A plausible ...

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