Hydroxymethylation of α-substituted nitroacetates

被引：36

作者：

Ji, Cong-Bin ^{[1
]}

Liu, Yun-Lin ^{[1
]}

Cao, Zhong-Yan ^{[1
]}

Zhang, Yi-Yu ^{[2
]}

Zhou, Jian ^{[1
]}

机构：

[1] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China

[2] Sichuan Normal Univ, Coll Chem & Mat Sci, Chengdu 610066, Sichuan, Peoples R China

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 46期

基金：

中国国家自然科学基金;

关键词：

Tetrasubstituted carbon; Hydroxymethylation; alpha-Substituted nitroacetates; HIGHLY ENANTIOSELECTIVE SYNTHESIS; CATALYTIC ASYMMETRIC-SYNTHESIS; C BOND FORMATION; CONJUGATE ADDITION; AQUEOUS-SOLUTION; AMINO-ACIDS; KETONES; QUATERNARY; FORMALDEHYDE; OXINDOLES;

D O I：

10.1016/j.tetlet.2011.09.020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Only 1 mol % of K3PO4 is efficient enough to catalyze the hydroxymethylation of alpha-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 10 mol % 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 synthetic application of products is also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：6118 / 6121

页数：4

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