Synthesis of highly strained tetracyclic ketones was achieved by cyclopropanation or epoxidation of tricyclodecenone 1. An unusual formation of α-methoxy β-hydroxy ketone from an α,β-unsaturated enone system via ...Synthesis of highly strained tetracyclic ketones was achieved by cyclopropanation or epoxidation of tricyclodecenone 1. An unusual formation of α-methoxy β-hydroxy ketone from an α,β-unsaturated enone system via Payne rearrangement was reported.展开更多
Nucleophilic additions to endo-tricyclo[5.2.1.0^(2,6)]deca-2(6),8-dien-3-one 4 are described. Experimental results show high preference for exo-facial attack to the enone moiety of tricyclodecadienone. Steric hindra...Nucleophilic additions to endo-tricyclo[5.2.1.0^(2,6)]deca-2(6),8-dien-3-one 4 are described. Experimental results show high preference for exo-facial attack to the enone moiety of tricyclodecadienone. Steric hindrance is the main kinetically controlling factor in the nucleophilic reaction. The shielding effect and the stabilizing effect of the norbornene double bond favor the exo-facial attack also.展开更多
文摘Synthesis of highly strained tetracyclic ketones was achieved by cyclopropanation or epoxidation of tricyclodecenone 1. An unusual formation of α-methoxy β-hydroxy ketone from an α,β-unsaturated enone system via Payne rearrangement was reported.
文摘Nucleophilic additions to endo-tricyclo[5.2.1.0^(2,6)]deca-2(6),8-dien-3-one 4 are described. Experimental results show high preference for exo-facial attack to the enone moiety of tricyclodecadienone. Steric hindrance is the main kinetically controlling factor in the nucleophilic reaction. The shielding effect and the stabilizing effect of the norbornene double bond favor the exo-facial attack also.
