Enantioselective palladaelectro-catalyzed C-H olefinations and allylations for N-C axial chirality

被引:59
|
作者
Dhawa, Uttam [1 ]
Wdowik, Tomasz [1 ]
Hou, Xiaoyan [1 ]
Yuan, Binbin [1 ]
Oliveira, Joao C. A. [1 ]
Ackermann, Lutz [1 ,2 ]
机构
[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
[2] Georg August Univ Gottingen, Wohler Res Inst Sustainable Chem WISCh, Tammannstr 2, D-37077 Gottingen, Germany
关键词
ZETA VALENCE QUALITY; GAUSSIAN-BASIS SETS; ELECTROCATALYTIC APPROACH; STEREOSELECTIVE-SYNTHESIS; ATROPOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; BIARYL COMPOUNDS; ATOMS LI; FUNCTIONALIZATION; ELECTROCHEMISTRY;
D O I
10.1039/d1sc04687j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioselective palladaelectro-catalyzed C-H alkenylations and allylations were achieved with easily-accessible amino acids as transient directing groups. This strategy provided access to highly enantiomerically-enriched N-C axially chiral scaffolds under exceedingly mild conditions. The synthetic utility of our strategy was demonstrated by a variety of alkenes, while the versatility of our approach was reflected by atroposelective C-H allylations. Computational studies provided insights into a facile C-H activation by a seven-membered palladacycle.
引用
收藏
页码:14182 / 14188
页数:7
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