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Preparation of optically active alpha-alkoxysilanes.

机译:制备光学活性的α-烷氧基硅烷。

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摘要

We have studied on developing new method for the generation of optically active alpha-hydroxysilanes. The ring opening of epoxy alcohols bearing a TMS group with both aluminum and boron hydrides provided the unfavoured 1,2-diol. This result shows that silicon plays an important role in determining the regioselectivity and that cyclic boronic esters are formed in the ring opening reaction. The scope and limitation of enzymatic kinetic resolution of ahydroxysilanes in combination with different solvents, temperatures and acetylation reagents were investigated. The reactions are sensitive to the structures of both the silyl group and the organic side chain. In the non enzymatic kinetic resolution, the absolute stereochemical outcomes complement our enzymatic results.
机译:我们已经研究了开发产生光学活性α-羟基硅烷的新方法。带有TMS基团的环氧醇与氢化铝和氢化硼的开环提供了不利的1,2-二醇。该结果表明硅在确定区域选择性中起重要作用,并且在开环反应中形成环状硼酸酯。研究了羟基硅烷与不同溶剂,温度和乙酰化试剂结合使用的酶动力学拆分的范围和局限性。反应对甲硅烷基和有机侧链的结构均敏感。在非酶促动力学拆分中,绝对立体化学结果可补充我们的酶促结果。

著录项

  • 作者

    An, Il Hwan.;

  • 作者单位

    Michigan State University.;

  • 授予单位 Michigan State University.;
  • 学科 Organic chemistry.;Biochemistry.
  • 学位 Ph.D.
  • 年度 2010
  • 页码 133 p.
  • 总页数 133
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

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