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Bismuth Triflate as a Safe and Readily Handled Source of Triflic Acid: Application to the Oxa–Pictet–Spengler Reaction

B Bouguerne, P Hoffmann, C Lherbet

文献索引:Bouguerne, Benaissa; Hoffmann, Pascal; Lherbet, Christian Synthetic Communications, 2010 , vol. 40, # 6 p. 915 - 926

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被引用次数: 18

摘要

The oxa–Pictet–Spengler reaction with various aldehydes and β-arylethanol yields 1- substituted-isochromans in the presence of bismuth triflate as catalyst in good yields. The method was extended to O, O-acetals to afford the corresponding 1, 1-disubstituted- isochromans in good yields. These studies also provide insights into the catalytic role of triflic acid generated upon hydrolysis of Bi (OTf) 3 by residual water. The low toxicity and ...