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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 5
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SYNTHETIC COMMUNICATIONS REVIEWS

Unique chemoselective Strecker-type reaction of acetals with TMSCN catalyzed by MgI2 etherate

Hua LiCollege of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, P. R. China
,
Haokun PanCollege of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, P. R. China
,
Xiangwei MengCollege of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, P. R. China
&
Xingxian ZhangCollege of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, P. R. ChinaCorrespondence[email protected]
Pages 684-691 | Received 24 Jul 2019, Published online: 20 Jan 2020
 
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Abstract

An efficient and convenient Strecker-type addition of various substituted aromatic acetals, heteroaromatic acetals and α, β-unsaturated acetals with trimethylsilyl cyanide (TMSCN) is achieved catalyzed by 10 mol% of MgI2 etherate (MgI2•(Et2O)n) in a mild, and high chemoselective manner with good to excellent yields. A non-coordinating reaction media (i.e., CH2Cl2) played a vital role in this catalytic process.

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