Asymmetric Synthesis of Tertiary and Secondary Cyclopropyl Boronates via Cyclopropanation of Enantioenriched Alkenyl Boronic Esters

被引:9
|
作者
Gutierrez-Bonet, Alvaro [1 ]
Popov, Stasik [1 ]
Emmert, Marion H. [1 ]
Hughes, Jonathan M. E. [1 ]
Nolting, Andrew F. [1 ]
Ruccolo, Serge [1 ]
Wang, Yunyi [2 ]
机构
[1] Merck & Co Inc, Merck Res Labs MRL, Proc Res & Dev, Rahway, NJ 07065 USA
[2] Merck & Co Inc, Analyt Res & Dev, Merck Res Labs MRL, West Point, PA 19486 USA
关键词
SIMMONS-SMITH CYCLOPROPANATION; SOLID-STATE STRUCTURE; ENANTIOSELECTIVE HYDROBORATION; DERIVATIVES; PHOSPHATES; REAGENTS; LIGAND;
D O I
10.1021/acs.orglett.2c01018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cyclopropanation of alkenyl boronates and subsequent derivatization of the boronate handle are a convenient strategy to quickly build molecular complexity and access diverse compounds with a high sp(3) fraction. Herein, we describe the asymmetric cyclopropanation of enantioenriched hydrobenzoin-derived alkenyl boronic esters toward the synthesis of tertiary and secondary cyclopropyl boronates.
引用
收藏
页码:3455 / 3460
页数:6
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