Highly Efficient Asymmetric Trans-Selective Aziridination of Diazoacetamides and N-Boc-imines Catalyzed by Chiral Brønsted Acids
Xiaofei Zeng, Xin Zeng, Zhenjiang Xu, Min Lu and Guofu Zhong*
*Division of Chemistry & Biological Chemistry, School of
Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang
link, Singapore 637371, Singapore, Email: guofu
ntu.edu.sg
X. Zeng, X. Zeng, Z. Xu, M. Lu, G. Zhoung, Org. Lett., 2009, 11, 3036-3039.
DOI: 10.1021/ol901047w
Abstract
A clean and fast aziridination of diazoacetamides with N-Boc-imines, as well as N-Cbz-imines, catalyzed by a chiral phosphoric acid in DCM at room temperature achieves excellent yields, diastereoselectivities, chemoselectivities, and enantioselectivities.
see article for more examples
Key Words
ID: J54-Y2009-2130
