Subscribe to RSS
Cyclohexenylamines and Cyclohexenols by Rhodium-Catalyzed Cycloaddition
Asymmetric Synthesis of Protected Cyclohexenylamines and Cyclohexenols by Rhodium-Catalyzed [2+2+2] Cycloaddition.
Angew. Chem. Int. Ed. 2016;
19 December 2016 (online)
Transition-metal-catalyzed [2+2+2] cycloadditions of diynes or enynes with unsaturated moieties have become an attractive method for the stereoselective construction of carbocycles. Herein, Tanaka and co-workers report a regiodivergent asymmetric rhodium-catalyzed [2+2+2] cycloaddition generating cyclohexenylamines and cyclohexenols.
The rhodium-catalyzed [2+2+2] cycloaddition of enynes bearing 1,1-disubstituted olefins provided the desired products in moderate to excellent yields and with excellent enantioselectivities. Interestingly, by employing enynes with monosubstituted olefins, a different regioisomer is reported to be formed in moderate yields and with excellent enantioselectivities.