Multifunctionalized isoxazoline-N-oxide synthesis through sulfur ylide and its application in γ-lactam preparation

ORGN 729

Cheng Zhong, czhong@mix.wvu.edu, Xiaodong Shi, Yunfeng Chen, yfchen@gmail.com, and Lakh Nath Gautam, lgautam@mix.wvu.edu. C. Eugene Bennett Department of Chemistry, West Virginia University, 217 Clark Hall, Prospect Street, Morgantown, WV 26506
The convenient synthesis of isoxazoline-N- oxide was developed through a condensation between nitro alkene aldehyde and sulfur ylide. High yield and single diastereomer was observed under mild condition. Further simple derivartization led to the γ-lactam in couple of steps with high yield and stereoselectivity.