Catalytic Enantioselective Synthesis of 2,3-Dihydrobenzo[b]oxepines via Asymmetric Oxetane Opening by Internal Carbon Nucleophiles

被引：10

作者：

Zhang, Tianyu ^{[1
]}

Zhuang, Han ^{[1
]}

Tang, Luning ^{[1
]}

Han, Zhengyu ^{[1
]}

Guo, Wengang ^{[1
]}

Huang, Hai ^{[1
]}

Sun, Jianwei ^{[1
,2
]}

机构：

[1] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Sch Petrochem Engn, Changzhou 213164, Peoples R China

[2] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong 999077, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 01期

关键词：

RING EXPANSION; VINYL OXETANES; CYCLIC ETHERS; ALPHA; DIVERSE; ACCESS; HETEROCYCLES; REAGENTS; LACTONES; OXIRANE;

D O I：

10.1021/acs.orglett.1c03852

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An intramolecular C-C formation process based on catalytic asymmetric oxetane opening by carbon nucleophiles has been developed, which provides rapid access to a range of valuable enantioenriched 2,3-dihydrobenzo[b]oxepines. With the combination of Sc(OTf)(3) and a Box ligand, good chemical efficiency and enantioselectivity were achieved under mild conditions. The products are also useful precursors to other valuable structures, such as the bicyclo[3.2.2]-nonane derivatives.

引用

页码：207 / 212

页数：6

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