Chiral Brønsted acid-catalyzed enantioselective alpha-hydroxylation of beta-dicarbonyl compounds.
A novel, facile, and highly enantioselective Brønsted acid-catalyzed alpha-hydroxylation of beta-dicarbonyl compounds with up to 99:1 er using nitroso compounds as the oxygen source has been developed. The results disclosed herein considerably extend the substrate scope for the alpha-aminoxylation, allowing expeditious, straightforward, and efficient access to valuable alpha-hydroxy-beta-dicarbonyl compounds with the highest levels of enantiocontrol.
Lu
Min
M
Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore.
Zhu
Di
D
Lu
Yunpeng
Y
Zeng
Xiaofei
X
Tan
Bin
B
Xu
Zhenjiang
Z
Zhong
Guofu
G
D000143:Acids / Q000737:chemistry*; D002384:Catalysis; D006900:Hydroxylation; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D009603:Nitroso Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000143:Acids; D007659:Ketones; D009603:Nitroso Compounds