Relative and Absolute Structure Assignments of Alkenes Using Crystalline Osmate Derivatives for X-ray Analysis

Relative and Absolute Structure Assignments of Alkenes Using Crystalline Osmate Derivatives for X-ray Analysis
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DOI:
10.1021/acs.orglett.9b04133
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发表时间:
2019-12-20
期刊:
影响因子:
5.2
通讯作者:
Rychnovsky, Scott D.
Rychnovsky, Scott D.
中科院分区:
化学1区
文献类型:
--
作者:
Burns, Alexander S.;Dooley, Charles, III;Rychnovsky, Scott D.

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四氧化锇和TMEDA与烯烃形成稳定的结晶加合物。液体烯烃的结构可以通过这些衍生物的X射线分析来确定。锇是一种重原子,便于使用普通钼X射线源进行晶体学分析和确定绝对构型。这种方法的效用分配的结构和绝对配置上证明了一些不饱和的基板,包括简单的烯烃,烯酮,烯醇醚,和甲硅烷基烯醇醚。
Osmium tetroxide and TMEDA form stable crystalline adducts with alkenes. The structure of liquid alkenes can be determined through the X-ray analysis of these derivatives. Osmium, a heavy atom, facilitates the crystallographic analysis and the determination of the absolute configuration using common Mo X-ray sources. The utility of this method for assigning structures and absolute configurations was demonstrated on a number of unsaturated substrates that include simple alkenes, enones, enol ethers, and silyl enol ethers.