A more convenient and general procedure for O-monobenzylation of diols via stannylenes: a critical reevaluation of the Bu2SnO method |
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| Authors: | Simas Alessandro B C Pais Karla C da Silva Angelo A T |
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| Institution: | 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 |
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| Abstract: | 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. |
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