Heterocyclisations des hydroxy-6 methoxy-2 hexene-2 et heptene-2 oates de methyle.
作者:Véronique Faivre、Christine Lila、Alfred Saroli、Alain Doutheau
DOI:10.1016/s0040-4020(01)85792-6
日期:——
Tetrahydropyran derivatives – and – are formed in good yields by cyclisation of methyl-6-hydroxy-2-hexenoate or 2-heptenoate mediated by various electrophilic reagents (mCPBA, benzeneselenyl chloride, N-bromosuccinimide, iodine). Cyclisations of Z and E isomers are stereospecific. The diastereoselectivity of cyclisation of the secondary alcohol varies with the nature of the electrophilic reagent.
四氢吡喃衍生物–和–是通过各种亲电试剂(mCPBA,苯硒酰氯,N-溴代琥珀酰亚胺,碘)介导的6-羟基-2-己酸甲酯或2-庚酸酯的环化反应而形成的。Z和E异构体的环化是立体特异性的。仲醇环化的非对映选择性随亲电子试剂的性质而变化。