A more convenient and general procedure for O-monobenzylation of diols via stannylenes: a critical reevaluation of the Bu2SnO method.
A more consistent, straightforward, and economical protocol for generation of stannylene species and their reaction with BnBr leading to products of O-monobenzylation of diols has been set. It has shown to be specially indicated for substrates bearing vicinal trans 1,2-diol moieties on cyclohexane backbones, which are more resistant to these transformations. Such protocol has been successfully applied to myo-inositol derivatives and acyclic diols.
Simas
Alessandro B C
AB
Universidade Federal do Rio de Janeiro, Núcleo de Pesquisas de Produtos Naturais (NPPN), Laboratório Roderick A. Barnes, Ilha da Cidade Universitária, CCS, bloco H, Rio de Janeiro RJ 21941-590, Brazil. abcsimas@nppn.ufrj.br
Pais
Karla C
KC
da Silva
Angelo A T
AA