Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides

被引：32

作者：

Whyte, Andrew ^{[1
]}

Torelli, Alexa ^{[1
]}

Mirabi, Bijan ^{[1
]}

Lautens, Mark ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Davenport Res Labs, 80 St George St, Toronto, ON M5S 3H6, Canada

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 20期

基金：

加拿大自然科学与工程研究理事会;

关键词：

SUBSTITUTED STEREOGENIC CARBON; TITANIUM-MEDIATED CYCLIZATION; AMINOKETYL RADICALS; CONJUGATE ADDITIONS; IN-SITU; TERTIARY; CONSTRUCTION; ARYLBORATION; ALDEHYDES; 2-AZABICYCLES;

D O I：

10.1021/acs.orglett.9b03144

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective borylative cyclization cascade utilizing cyclic imides has been developed. We employ a highly enantioselective borylcupration process that includes a 1,2-addition to a cyclic imide. The products contain a valuable hemiaminal and boronate handle for further elaborations within a congested framework. This work demonstrates the utility of cyclic imides as simple precursors to unlock access to sought-after polycyclic indolines. Futhermore, this report highlights the capability to harness reactive catalytic intermediates to exploit otherwise unreactive functional groups.

引用

页码：8373 / 8377

页数：5

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