Benzothiazines in synthesis. Further studies of the intramolecular, stereoselective addition of sulfonimidoyl carbanions to alpha,beta-unsaturated functional groups.
Benzothiazines in synthesis. Further studies of the intramolecular, stereoselective addition of sulfonimidoyl carbanions to alpha,beta-unsaturated functional groups.
复制标题
苯并噻嗪的合成。
DOI：
10.1021/jo900151d
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发表时间：
2009
期刊：
影响因子：
--
通讯作者：
Barnes,CharlesL
中科院分区：
文献类型：
--
作者：
Harmata,Michael;Rayanil,Kanok-on;Espejo,VinsonR;Barnes,CharlesL
由吸电子基团取代的各种烯烃作为活性亲电剂，用于磺酰亚胺基碳负离子的立体选择性分子内亲核加成反应，形成苯并噻嗪。这个反应通常在我们的检测范围内以完全的立体选择性进行。在某些情况下，在本研究中使用的简单亚磺胺的N-芳基化过程中，苯并噻嗪在相对较高的温度下在一个锅中形成。然而，这个过程发生的方向和立体选择性的程度与迈克尔加成在非常低的温度下进行时相同。
A variety of alkenes substituted by electron-withdrawing groups serve as competent electrophiles for the stereoselective, intramolecular nucleophilic addition of sulfonimidoyl carbanions to form benzothiazines. This reaction generally proceeds with complete stereoselectivity within the limits of our detection. In some cases, benzothiazine formation occurs in a single pot at relatively high temperatures duringN-arylation of the simple sulfoximine used in this study. Yet, the process occurs with the same direction and extent of stereoselectivity as that seen when the Michael addition is performed at very low temperatures.
影响因子：
3.6
作者：
Harmata, Michael;Hong, Xuechuan;Schreiner, Peter R.
通讯作者：
Schreiner, Peter R.