Silyl-Substituted Spirodiepoxides: Stereoselective Formation and Regioselective Opening

Silyl-Substituted Spirodiepoxides: Stereoselective Formation and Regioselective Opening
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DOI:
10.1021/ol901948d
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发表时间:
2009-10-15
期刊:
影响因子:
5.2
通讯作者:
Williams, Lawrence J.
Williams, Lawrence J.
中科院分区:
化学1区
文献类型:
--
作者:
Ghosh, Partha;Cusick, Joseph R.;Williams, Lawrence J.

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本文介绍了天然产物环糊精的一种简短合成方法,以及为达到这一目标而开发的方法。主要进展集中在硅基取代的联烯。当与二甲基二氧环烷接触时,螺环二环氧化合物形成具有高表面选择性的化合物,然后在硅基末端反应。
A short synthesis of the natural product epi-citreodiol and the method developed to gain access to this target are described. Key advances focus on silyl substituted allenes. Upon exposure to dimethyldioxirane, spirodiepoxides form with high face selectivity and subsequently react at the silyl terminus.