Asymmetric vinylogous michael reaction of cyclic enones with silyloxy furans
|Title||Asymmetric vinylogous michael reaction of cyclic enones with silyloxy furans|
|Publication Type||Journal Article|
|Year of Publication||2015|
|Authors||Jadhav, AP, Rao, VUBhaskar, Singh, P, Gonnade, RG, Singh, RP|
The asymmetric vinylogous Michael reaction of cyclohexenone/medium and large cyclic enones with 2-silyloxyfuran is still a synthetic challenge. In this report, we have explored 1,4-conjugate addition of an enantioselective chiral, primary diamine catalyzed, 2-silyloxy furan to various cyclic enones and beta-substituted cyclic enones. The reaction provided syn-Michael adducts (cycloalkane connected gamma-butenolide) with good yields, diastereo and enantioselectivities. Furthermore, the synthetic potential of these syn-Michael adducts is demonstrated by 1,4-addition of nucleophiles on the butenolide substructure.
|Type of Journal (Indian or Foreign)|| |
|Impact Factor (IF)|| |