Journal
ORGANIC LETTERS
Volume 19, Issue 10, Pages 2548-2551Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00844
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Funding
- Wuhan University [203273463, 203600400006]
- Important Sci-Tech Innovative Project of Hubei Province [2015ACA058]
- National Natural Science Foundation of China [21372179, 21432007, 21502145]
- Natural Science Foundation of Hubei Province [2016CFB449]
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The iridium-f-amphox-catalyzed asymmetric hydrogenation of racemic alpha-amino beta-unfunctionalized ketones proceeds via a DKR (dynamic kinetic resolution) process for the construction of various chiral N,N-disubstituted alpha-amino beta-unfunctionalized alcohols in quantitative yields with excellent enantioselectivities and diastereoselectivities (all products >99% ee and >99:1 dr, TON up to 100 000). Importantly, this catalytic asymmetric hydrogenation with a DKR process provided a highly efficient and powerful synthetic strategy for the preparation of key chiral intermediates of the preclinical antitumor agent (S,S)-R116010.
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