Rhodium-catalyzed asymmetric arylation of N- and O-containing cyclic aldimines: facile and efficient access to highly optically active 3,4-dihydrobenzo[1,4]oxazin-2-ones and dihydroquinoxalinones

Literature Information

Publication Date 2016-05-31
DOI 10.1039/C6QO00191B
Impact Factor 5.281
Authors

Bin Xu, Ming-Hua Xu


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Abstract

A highly enantioselective rhodium-catalyzed arylation of benzoxazinones and quinoxalinones with arylboroxines was realized for the first time by employing a simple sulfur-olefin as the ligand. This protocol provides an efficient access to chiral 3,4-dihydrobenzo[1,4]oxazin-2-ones and dihydroquinoxalinones with exceptionally high enantiomeric purity (up to 99.9% ee).

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Organic Chemistry Frontiers

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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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