P-Stereogenic Bicyclo[4.3.1]phosphite Boranes: Synthesis and Utility of Tunable P-Tether Systems for the Desymmetrization of C(2)-Symmetric 1,3-anti-Diols

P-立体异构双环[4.3.1]亚磷酸酯硼烷:可调谐P-连接体系的合成及其在C(2)对称1,3-反式二醇去对称化中的应用

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Abstract

The development of P-stereogenic bicyclo[4.3.1]phosphite borane tether systems for the desymmetrization of C(2)-symmetric dienediols is reported. This report highlights preliminary studies including tether installation and removal as well as chemoselective functionalization of the exocyclic olefin via diimide reduction or cross-metathesis. Most notably, a divergent oxidation strategy allows for the transformation of the bicyclic phosphite borane complexes to the corresponding phosphate or thiophosphate systems, highlighting the electronic attenuation of this P-tether system.

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