1. Asymmetric Three‐Component Heck Arylation/Amination of Nonconjugated Cyclodienes
- Author
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Théo P. Gonçalves, Yonggui Robin Chi, Daoyong Zhu, Kuo-Wei Huang, Zhiwei Jiao, Jianrong Steve Zhou, and School of Physical and Mathematical Sciences
- Subjects
Phosphites ,010405 organic chemistry ,Chemistry ,Cyclohexylamines ,chemistry.chemical_element ,General Medicine ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,Catalysis ,0104 chemical sciences ,chemistry.chemical_compound ,Component (UML) ,Heck reaction ,Chemistry [Science] ,Indoline ,Organic chemistry ,Stereoselectivity ,Allylic Amination ,Kelliphite ,Amination ,Palladium - Abstract
Substituted cyclohexylamines are becoming increasingly important in drug discovery. Asymmetric Heck insertion/amination of nonconjugated cyclodienes proceeds to give 5-aryl cyclohexenylamines with good enantioselectivity and exclusive trans configurations. Primary and secondary anilines, indoline, and benzylamines are suitable amines. The weakly donating diphosphite Kelliphite forms a deep unsymmetrical pocket, which is essential for stereoselective anti attack of amines. Agency for Science, Technology and Research (A*STAR) Economic Development Board (EDB) Accepted version We acknowledge financial support from Peking UniversityShenzhen Graduate School, Shenzhen Bay Laboratory(21230011-Scripps), Nanyang Technological University,GSK-EDB Trust Fund (2017 GSK-EDB Green and Sustain-able Manufacturing Award) and A*STAR Science andEngineering Research Council (AME IRG A1783c0010).
- Published
- 2020
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