Asymmetric Three-Component Heck Arylation/Amination of Nonconjugated Cyclodienes.

Autor: Zhu D; Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore., Jiao Z; Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore., Chi YR; Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore., Gonçalves TP; KAUST Catalysis Center and Division of Physical Science and Technology, Thuwal, 23955-6900, Saudi Arabia., Huang KW; KAUST Catalysis Center and Division of Physical Science and Technology, Thuwal, 23955-6900, Saudi Arabia., Zhou JS; State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Room F312, 2199 Lishui Road, Nanshan District, Shenzhen, 518055, China.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Mar 23; Vol. 59 (13), pp. 5341-5345. Date of Electronic Publication: 2020 Feb 11.
DOI: 10.1002/anie.201915864
Abstrakt: 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.
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Databáze: MEDLINE
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