[3 + 2] Cycloaddition Reaction of in Situ Formed Azaoxyallyl Cations with Aldehydes: An Approach to Oxazolidin-4-ones

• DOI: 10.1021/acs.orglett.6b02254
• Publication Date: 2016-08-29T13:14:13Z
• Authors: Kaifan Zhang; Chi Yang; Hequan Yao; Aijun Lin
• Keywords: 01 natural sciences; 0104 chemical sciences

A novel [3 + 2] cycloaddition reaction between in situ formed azaoxyallyl cations and aldehydes has been developed. This concise method allows the rapid formation of a number of oxazolidin-4-ones in high yields with good functional group tolerance at room temperature. Further transformation and late-stage modifications of drug molecules could also be achieved in good yields, highlighting the potential utility of the reaction.