Department of Chemistry and Institute of Basic Science, Sungkyunkwan University , Suwon 440-746, Korea.
Org Lett. 2012 May 18;14(10):2606-9. doi: 10.1021/ol300909k. Epub 2012 May 1.
Phosphite-copper(I) complexes efficiently catalyzed the double borylation of internal silylated alkynes to provide vicinal diboronates with excellent regio- and stereoselectivity. The copper-catalyzed reaction between bis(pinacolato)diboron (B2pin2) and aryl-substituted silylacetylenes in the presence of MeOH resulted in double syn addition of the pinacolboronate moiety (Bpin) and H across the triple bond with complete selectivity. While the double borylation was highly efficient for aryl-substituted alkynylsilanes and silylacetylene, only monoborylation took place with alkyl-substituted alkynylsilanes to yield (Z)-(β-borylvinyl)silanes under the developed catalytic conditions.
亚磷酸铜（I）配合物高效催化了内硅基炔烃的双硼化反应，以优异的区域和立体选择性提供了偕二硼酸盐。在甲醇存在下，双（频哪醇合）二硼（B2pin2）与芳基取代的硅基乙炔之间的铜催化反应导致频哪醇硼酸酯部分（Bpin）和 H 以完全选择性沿三键进行双顺式加成。虽然双硼化反应对于芳基取代的炔基硅烷和硅基乙炔非常有效，但在开发的催化条件下，仅用烷基取代的炔基硅烷进行单硼化反应，生成（Z）-（β-硼基乙烯基）硅烷。
