Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, United States.
J Am Chem Soc. 2011 Oct 5;133(39):15308-11. doi: 10.1021/ja2064395. Epub 2011 Sep 14.
Catalytic asymmetric sulfenylation of double bonds has been achieved using a BINAM-based phosphoramide catalyst and an electrophilic sulfur source. Simple alkenes as well as styrenes afforded sulfenylated tetrahydrofurans and tetrahydropyrans by closure with pendant hydroxyl or carboxyl groups. Intermolecular thiofunctionalizations were also achieved with simple alcohols or carboxylic acids as the nucleophiles.
利用基于 BINAM 的磷酰胺催化剂和亲电硫源,实现了双键的催化不对称亚磺化反应。简单的烯烃以及苯乙烯通过与侧挂的羟基或羧基成环,生成了亚磺酰化的四氢呋喃和四氢吡喃。简单的醇或羧酸作为亲核试剂,也实现了分子间的硫官能化。