Journal
ACS CATALYSIS
Volume 9, Issue 2, Pages 1525-1530Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b04850
Keywords
sulfinamide; sulfoxide; asymmetric oxidation; sulfenamide; chiral Bronsted acid
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Funding
- Youth Innovation Promotion Association CAS [2018402]
- Natural Science Foundation of Sichuan province, China [2017JY0055]
- Innovative Team of Sichuan Province [2017TD0021, 2012SZ0219]
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Herein, we describe an example of catalytic asymmetric synthesis of sulfinamides. Aromatic sulfenamides were chosen as useful substrates, because of the indispensable N-H bond, which could form an efficient hydrogen bond with chiral phosphoric acid. H2O2 (35%) was used as the terminal oxidant for preparation of sulfinamides in high yields and enantioselectivities, which could be easily derivatized to sulfoxides and other sulfinamides without loss of the enantioselectivity.
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