Catalytic asymmetric thiofunctionalization of unactivated alkenes.

Catalytic asymmetric thiofunctionalization of unactivated alkenes.
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DOI:
10.1021/ja2064395
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发表时间:
2011-10-05
影响因子:
15
通讯作者:
Vogler, Thomas
Vogler, Thomas
中科院分区:
化学1区
文献类型:
--
作者:
Denmark, Scott E.;Kornfilt, David J. P.;Vogler, Thomas

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在双胺基磷酰胺催化剂和亲电硫源的作用下,实现了双键的不对称磺化反应。单烯和苯乙烯通过与侧羟基或羧基闭合得到了磺化的四氢呋喃和四氢吡喃。以简单醇或羧酸为亲核剂,也实现了分子间的硫代官能化。
The catalytic asymmetric sulfenylation of double bonds has been achieved using a BINAM-based phosphoramide catalyst and electrophilic sulfur source. Simple alkenes as well as styrenes afforded sulfenylated tetrahydrofurans and tetrahydropyrans by closure with pendant hydroxyl or carboxyl groups. Intermolecular thiofunctionalization was also achieved with simple alcohols or carboxylic acids as the nucleophiles.
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