Tetrahedron Letters

Hydroxymethylation of α-substituted nitroacetates

CB Ji, YL Liu, ZY Cao, YY Zhang, J Zhou

Index: Ji, Cong-Bin; Liu, Yun-Lin; Cao, Zhong-Yan; Zhang, Yi-Yu; Zhou, Jian Tetrahedron Letters, 2011 , vol. 52, # 46 p. 6118 - 6121

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Citation Number: 23

Abstract

Only 1mol% of K3PO4 is efficient enough to catalyze the hydroxymethylation of α-substituted nitroacetates in good to excellent yield. Both aliphatic and aryl substituted nitroacetates work well under this reaction. The first catalytic asymmetric version of this reaction also reported that 10mol% of cupreidine could catalyze this reaction up to 71% ee and 89% yield. Paraformaldehyde and formalin could both serve as the hydroxymethylation C1 unit. The ...