Tandem aziridination/rearrangement reaction of allylic alcohols: an efficient approach to 2-quaternary Mannich bases.
A novel tandem aziridination/rearrangement reaction of allylic alcohols has been discovered, in which the significant accelerating effect of silica gel has been identified. On the basis of this methodology, an efficient and highly stereoselective approach to various 2-quaternary Mannich bases has been put in place, readily providing an alternative route to the conventional vicinal amino-functionalization of alkenes.
Zhang
En
E
State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.
Tu
Yong-Qiang
YQ
Fan
Chun-An
CA
Zhao
Xiong
X
Jiang
Yi-Jun
YJ
Zhang
Shu-Yu
SY
D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008352:Mannich Bases / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*
D001388:Aziridines; D008352:Mannich Bases; D020005:Propanols; C006463:allyl alcohol; C033132:aziridine