Synthesis of Polysubstituted Cyclopentenones via [4+1] Reactions of TIPS-Vinylketenes
摘要:
An efficient method for preparing a series of polysubstituted cyclopentenones from TIPS-vinylketenes and Kobrich reagent has been developed in this paper. Additionally, highly substituted cyclopentenones can be prepared via [4+1] reaction of TIPS-vinylketenes with tert-butyl isocyanide and there is a remarkable preference for formation of products with an exocyclic (Z)-imine moiety.
Stereoselective [4 + 1] Annulation Reactions with Silyl Vinylketenes Derived from Fischer Carbene Complexes
作者:William H. Moser、Laura A. Feltes、Liangdong Sun、Matthew W. Giese、Ryan W. Farrell
DOI:10.1021/jo060994x
日期:2006.8.1
Stable silyl vinylketenes were prepared via the thermal reaction of Fischercarbenecomplexes with triisopropylsilyl- or tert-butyldimethylsilyl-substituted alkynes. The ability of these silyl vinylketenes to participate with carbenoid reagents in [4 + 1] annulation reactions was investigated. The best results were obtained with diazomethane and substituted diazomethane reagents, which provided cyclopentenone
Synthesis of Polysubstituted Cyclopentenones via [4+1] Reactions of TIPS-Vinylketenes
作者:Zhi Li、William H. Moser、Ruixue Deng、Liangdong Sun
DOI:10.1021/jo702109e
日期:2007.12.1
An efficient method for preparing a series of polysubstituted cyclopentenones from TIPS-vinylketenes and Kobrich reagent has been developed in this paper. Additionally, highly substituted cyclopentenones can be prepared via [4+1] reaction of TIPS-vinylketenes with tert-butyl isocyanide and there is a remarkable preference for formation of products with an exocyclic (Z)-imine moiety.