ChemInform Abstract: K₂CO₃/NaI‐Induced Cyclization of ω‐Bromo α‐Cyano Ketones: A New Annulation Approach for the Formation of Carbalkoxycyclohexane Ring System.

Abstract

K 2 CO 3 /NaI-Induced Cyclization of ω-Bromo α-Cyano Ketones: A New Annulation Approach for the Formation of Carbalkoxycyclohexane Ring System. -The construction of various bicyclic systems is achieved using a two-step sequence which involves Michael addition of lithium enolates (II) to cycloalkenones and subsequent cyclization of the resulting ω-bromo-α-cyano ketones. The smaller ring systems are formed with cis-junction, whereas trans-junction is observed for the higher ones. The sterically defined, highly substituted products are suitable for further functionalizations. -(TU, C.-H.; SHIA, K.-S.; KUO, S.-C.; LIU*, H.-J.; HSIEH, M.-T.; Synlett 2012, 11, 1653-1656, http://dx.