沈美华博士课题组在Oranic Letters发表研究论文

发布时间:2017-07-08浏览次数:45

One-Pot Conversion of NAllyl-α-cyano Esters to αAllyl-α-cyano Lactams through a Hydrolysis/Ketene Formation/Cyclization/Claisen Rearrangement Sequence

Dr. Mei-Hua Shen,Mei Han and Dr. Hua-Dong Xu

  

Article first published online: 12 FEB 2016 | DOI:10.1021/acs.orglett.5b02843

全文键连:http://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b02843?journalCode=orlef7&quickLinkVolume=18&quickLinkPage=889&selectedTab=citation&volume=18

  

Abstract: An intramolecular ketene aza-Claisen rearrangement is developed for the first time to enable the stereoselective synthesis of α-ally-α-cyano-lactams from N-allyl amino esters. This reaction also exhibits outstanding chemo-selectivity when an unsymmetrical bis-N-allyl group is present in the starting molecule. The usefulness of this method is demonstrated by a short synthesis of optically active bicyclolactam from L -proline.