Highly enantioselective synthesis of isoxazoline N-oxides.
The reaction of cinchonidine (cinchonine)-derived ammonium salts with nitroolefins in the presence of Cs2CO3 to afford optically active isoxazoline N-oxides with excellent ee and high de values has been developed.
Zhu
Chun-Yin
CY
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
Deng
Xian-Ming
XM
Sun
Xiu-Li
XL
Zheng
Jun-Cheng
JC
Tang
Yong
Y
D002930:Cinchona Alkaloids / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013237:Stereoisomerism
D002930:Cinchona Alkaloids; D003497:Cyclic N-Oxides; D007555:Isoxazoles; D000644:Quaternary Ammonium Compounds; C041622:cinchonidine