Dynamic Ligand Exchange as a Mechanistic Probe in Pd-Catalyzed Enantioselective C-H Functionalization Reactions Using Monoprotected Amino Acid Ligands

被引:14
作者
Hill, David E. [1 ]
Bay, Katherine L. [2 ]
Yang, Yun-Fang [2 ]
Plata, R. Erik [1 ]
Takise, Ryosuke [3 ]
Houk, K. N. [2 ]
Yu, Jin-Quan [1 ]
Blackmond, Donna G. [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[3] Nagoya Univ, Inst Transformat Biomol WPI ITbM, Nagoya, Aichi 4648602, Japan
基金
美国国家科学基金会;
关键词
ACTIVATION; IODINATION;
D O I
10.1021/jacs.7b11962
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new tool for probing enantioselective reaction mechanisms is introduced. Monitoring the temporal change in product enantiomeric excess after addition of the opposite enantiomer of the ligand during the reaction provides a means of probing dynamic ligand exchange in enantioselective C-H iodination catalyzed by Pd with monoprotected amino acid ligands (MPAAs). This work has general potential to provide insights about the dynamics of catalyst and ligand molecularity and exchange.
引用
收藏
页码:18500 / 18503
页数:4
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