Hydroxymethylation of α-substituted nitroacetates

Cong Bin Ji; Yun Lin Liu; Zhong Yan Cao; Yi Yu Zhang; Jian Zhou

doi:10.1016/j.tetlet.2011.09.020

Hydroxymethylation of α-substituted nitroacetates

Cong Bin Ji
, Yun Lin Liu
, Zhong Yan Cao
, Yi Yu Zhang
, Jian Zhou^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University
Sichuan Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

37 引用（Scopus）

摘要

Only 1 mol % 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 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.

源语言	英语
页（从-至）	6118-6121
页数	4
期刊	Tetrahedron Letters
卷	52
期	46
DOI	https://doi.org/10.1016/j.tetlet.2011.09.020
出版状态	已出版 - 16 11月 2011

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10.1016/j.tetlet.2011.09.020

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@article{f6e9108cbff940fc98ffaa831987fb26,

title = "Hydroxymethylation of α-substituted nitroacetates",

abstract = "Only 1 mol \% 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 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.",

keywords = "Hydroxymethylation, Tetrasubstituted carbon, α-Substituted nitroacetates",

author = "Ji, \{Cong Bin\} and Liu, \{Yun Lin\} and Cao, \{Zhong Yan\} and Zhang, \{Yi Yu\} and Jian Zhou",

year = "2011",

month = nov,

day = "16",

doi = "10.1016/j.tetlet.2011.09.020",

language = "英语",

volume = "52",

pages = "6118--6121",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "46",

}

TY - JOUR

T1 - Hydroxymethylation of α-substituted nitroacetates

AU - Ji, Cong Bin

AU - Liu, Yun Lin

AU - Cao, Zhong Yan

AU - Zhang, Yi Yu

AU - Zhou, Jian

PY - 2011/11/16

Y1 - 2011/11/16

N2 - Only 1 mol % 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 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.

AB - Only 1 mol % 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 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.

KW - Hydroxymethylation

KW - Tetrasubstituted carbon

KW - α-Substituted nitroacetates

UR - https://www.scopus.com/pages/publications/80054101846

U2 - 10.1016/j.tetlet.2011.09.020

DO - 10.1016/j.tetlet.2011.09.020

M3 - 文章

AN - SCOPUS:80054101846

SN - 0040-4039

VL - 52

SP - 6118

EP - 6121

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

Hydroxymethylation of α-substituted nitroacetates

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