A highly stereoselective organocatalytic tandem aminoxylation/aza-Michael reaction for the synthesis of tetrahydro-1,2-oxazines.
A facile stereoselective synthesis of multifunctionalized tetrahydro-1,2-oxazines (THOs) has been achieved by the organocatalyzed asymmetric tandem alpha-aminoxylation/aza-Michael reaction for the C-O/C-N bond formations in moderate to good yields with excellent diastereo- (>99:1 dr) and enantioselectivities (92% to >99% ee).
Zhu
Di
D
Division of Chemistry and Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore.
Lu
Min
M
Chua
Pei Juan
PJ
Tan
Bin
B
Wang
Fei
F
Yang
Xinhao
X
Zhong
Guofu
G
D000588:Amines / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D006834:Hydrazines / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D055601:Organic Chemistry Phenomena; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012997:Solvents
D000588:Amines; D001372:Aza Compounds; D006834:Hydrazines; D010078:Oxazines; D012997:Solvents; C029424:hydrazine; D006859:Hydrogen