A silver-catalyzed radical ring-opening reaction of cyclopropanols with sulfonyl oxime ethers

被引：18

作者：

Zeng, Xiaobao ^{[1
]}

Wang, Xin ^{[1
]}

Zhang, Yanan ^{[1
]}

Zhu, Li ^{[1
]}

Zhao, Yu ^{[1
]}

机构：

[1] Nantong Univ, Sch Pharm, 19 Qixiu Rd, Nantong 226001, Jiangsu, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2020年 / 18卷 / 19期

关键词：

C BOND-CLEAVAGE; ASYMMETRIC-SYNTHESIS; FLUORINE; TRIFLUOROMETHYLATION; CHEMISTRY; KETONES; CONVERSION; ACYLATION; REDUCTION; STRATEGY;

D O I：

10.1039/d0ob00055h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A silver-catalyzed ring-opening reaction of cyclopropanols with sulfonyl oxime ethers has been developed. The protocol was conducted under mild reaction conditions to provide a series of gamma -keto oxime ethers with moderate to good yields. The reaction proceeded in a stereoselective manner for CF3-containing oxime ethers to provide a single stereoisomer, while an inseparable E and Z mixture was obtained for CN-containing oxime ethers. Mechanistic studies indicate that the reaction proceeded via a radical mechanism.

引用

页码：3734 / 3739

页数：6

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