Tandem radical cyclization-based strategy for the synthesis of oxa- and aza-cages: a case of fragmentation versus cyclization |
| |
Authors: | Santosh J. Gharpure Suheel K. Porwal |
| |
Affiliation: | Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India |
| |
Abstract: | A new strategy for the synthesis of oxa- and aza-cage compounds based on tandem radical cyclizations is described. The iodides 1 lead to oxa-cages 3 after two tandem radical cyclizations. The ester 10aa on reaction with n-Bu3SnH and AIBN gives rise to the oxa-cage 12aa after two tandem 5-exo-trig cyclizations. On the other hand, reaction of the ketones 17aa and 21 under similar conditions furnished the oxa-cages 20aa and 23, respectively, via a double 5-exo-trig tandem radical cyclization followed by fragmentation. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|