Synlett

Indium trifluoromethanesulfonate as a mild and chemoselective catalyst for the conversion of carbonyl compounds into 1, 3-oxathiolanes

K Kazahaya, N Hamada, S Ito, T Sato

Index: Kazahaya, Kiyoshi; Hamada, Nao; Ito, Shinya; Sato, Tsuneo Synlett, 2002 , # 9 p. 1535 - 1537

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Citation Number: 18

Abstract

Table summarizes some results and illustrates the efficiency of the present method. [21] Both activated and deactivated aromatic aldehydes including a sterically hindered one such as mesitaldehyde (entries 1-5), aliphatic aldehydes (entries 6 and 7), and cinnamaldehyde (entry 8) reacted rapidly with 2-mercaptoethanol (1.5 equiv) in dichloromethane as the solvent at 15 °C to afford the corresponding 1,3-oxathiolanes in good to excellent yields. The case of p-nitrobenzaldehyde (entry 4) is ...