The regiochemistry of intramolecular n-alkenylnitrone additions: preparative and mechanistic implications
作者:Wolfgang Oppolzer、Samuel Siles、Roger L. Snowden、Bartholomeus H. Bakker、Martin Petrzilka
DOI:10.1016/s0040-4039(01)86596-5
日期:——
The opposite regiochemistry, observed for the reactions 7a → 8a and 7d → 8d, as compared with additions 7b → 9b, 7c → 9c and 7e → 9e, supports the hypothesis that in the transition state of nitrone-olefin additions the new C,C bond is more advanced than the C,0, bond. Further examples show the superimposition of substituent effects on this intramolecular control.