硫化物(2014年更新)

G. Mlostoń, H. Heimgartner, M. Nielsen, N. Krause, I. Marek, E. Schaumann*, T. Wirth
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引用次数: 0

摘要

该手稿是对早期合成科学贡献的更新,描述了原位生成硫代羰基酰化物和Corey-Chaykovski试剂(磺胺和甲基亚铵)的方法。而硫代羰基化合物反应为富电子的1,3偶极子,Corey-Chaykovski试剂作为亚甲基转移剂。硫代羰基类化合物最相关的应用是通过[3+2]环加成,分别与缺电子的C、C和C=S亲偶极试剂合成四氢噻吩(硫烷)和1,3-二硫烷衍生物。近十年来,Corey-Chaykovsky试剂被广泛应用于环丙烷化、环氧化、叠氮化以及各种杂环化反应。在所有情况下,应用协议的非对称版本都非常有趣。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Sulfur Ylides (Update 2014)
The mansucript is an update to the earlier Science of Synthesis contribution describing methods for the in situ generation of thiocarbonyl ylides and Corey-Chaykovski reagents (sulfonium and sulfoxonium methanides). Whereas thiocarbonyl ylides react as electron rich 1,3-dipoles, Corey-Chaykovski reagents act as methylidene transferring agents. The most relevant application of thiocarbonyl ylides relates to the synthesis of tetrahydrothiophene (thiolane) and 1,3-dithiolane derivatives via [3+2] cycloadditions with electron deficient C,C and C=S dipolarophiles, respectively. In the recent decade, Corey-Chaykovsky reagents were widely applied for cyclopropanation, epoxidation, aziridination as well as for diverse heterocyclization reactions. In all cases, asymmetric versions of the applied protocols is of great interest.
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