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Asymmetric Alkenylation of Enones and Imines Enabled by A Highly Efficient Aryl to Vinyl 1,4-Rhodium Migration. | LitMetric
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Asymmetric Alkenylation of Enones and Imines Enabled by A Highly Efficient Aryl to Vinyl 1,4-Rhodium Migration.

Shu-Sheng Zhang Tian-Jiao Hu Meng-Yao Li Yi-Kang Song Xiao-Di Yang Chen-Guo Feng Guo-Qiang Lin

Angew Chem Int Ed Engl

Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, China.

Published: March 2019

The asymmetric rhodium-catalyzed alkenylation of enones and imines with arylboronic acids has been developed. A highly controllable aryl to vinyl 1,4-rhodium migration is the key step. Stereodefined vinyl moieties were installed in excellent enantioselectivies for most examined examples. DFT calculations reveal that the driving force of this rhodium migration is a kinetically favored process.

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http://dx.doi.org/10.1002/anie.201813585DOI Listing

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