Formation of All-Carbon Quaternary Centers via Enantioselective Pd-Catalyzed α-Vinylation of γ-Lactams

被引：0
|
作者：
Moghadam, Farbod A. [1 ]
Barbor, Jay P. [1 ]
Chan, Melinda [1 ]
Jette, Carina [1 ]
Sakurai, Shunya [1 ]
Stoltz, Brian M. [1 ]
机构：
[1] CALTECH, Div Chem & Chem Engn, Warren & Katherine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 36期
关键词：
ALKENYLATION;
D O I：
10.1021/acs.orglett.4c02551
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we report an enantioselective vinylation of alpha-substituted gamma-lactams that forges quaternary centers in up to 59% yield with 94% ee. The use of canonically inactive vinyl chloride electrophiles afforded the highest yields and levels of stereoselectivity, and a range of trisubstituted vinyl chlorides were found to be proficient in promoting this transformation. These stereogenic products could be further elaborated to functionally rich scaffolds, thereby highlighting the synthetic utility of this process.
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页码：7551 / 7554
页数：4
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