Diastereoselective [Cu(MeCN)4BF4/BF3·Et2O]-Catalyzed Cyclopropenation of Alkynes: Asymmetric Synthesis of β-Amino-α-cyclopropenyl Phosphonates

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作者信息关键词期刊信息基础信息归属信息摘要

成果类型：

期刊论文

作者：

Haihong Ge;Shuang Liu;Yan Cai;Zenghui Gao;Siyi Du;...

作者机构：

[Guixian Xie*] College of Resources and Environment, Hunan Agricultural University, Changsha 410128, P. R. of China Email:

[Haihong Ge; Shuang Liu; Yan Cai; Zenghui Gao; Siyi Du] State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China Email:

Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071, P. R. of China

[Zhiwei Miao] State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China Email:<&wdkj&>Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071, P. R. of China

语种：

英文

关键词：

cyclopropenation;α-diazophosphonates;asymmetric synthesis;cyclopropenylphosphonates;Cu(MeCN)4BF4/BF3·Et2O

期刊：

SynOpen

ISSN：

2509-9396

年：

2017

卷：

期：

页码：

0068-0075

DOI：

10.1055/s-0036-1590969

基金类别：

We thank the Committee of Science and Technology of Tianjin (15JCYBJC20700), the Tianjin Rural Work Committee (201604020) and State Key Laboratory of Elemento-Organic Chemistry in Nankai University for financial support.

机构署名：

本校为第一机构

院系归属：

资源环境学院

摘要：

The diastereospecific formation of β-amino-α-cyclopropenyl phosphonates has been achieved in moderate yields from the cyclopropenation of 1-alkynes with dialkyl α-diazophosphonates. The reaction was performed by using a combined catalyst consisting of Cu(MeCN)4BF4 and BF3·Et2O as additive in dichloromethane at 40 °C. A possible mechanism for the reaction has been proposed to explain the origin of the activation and the asymmetric induction. This method provides a versatile approach to β-amino-α-cyclopropenylphosphonates containing a quat...

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Diastereoselective [Cu(MeCN)4BF4/BF3·Et2O]-Catalyzed Cyclopropenation of Alkynes: Asymmetric Synthesis of β-Amino-α-cyclopropenyl Phosphonates

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