Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
Org Lett. 2013 Sep 6;15(17):4330-3. doi: 10.1021/ol401784h. Epub 2013 Aug 28.
A highly enantioselective hydroamination/N-sulfonyliminium cyclization cascade is reported using a combination of gold(I) and chiral phosphoric acid catalysts. An initial 5-exo-dig hydroamination and a subsequent phosphoric acid catalyzed cyclization process provide access to complex sulfonamide scaffolds in excellent yield and high enantiocontrol. The method can be extended to lactam derivatives, with excellent yields and enantiomeric excesses of up to 93% ee.
报道了一种使用金(I)和手性磷酸催化剂组合的高对映选择性的氢胺化/N-磺酰亚胺环化级联反应。初始的 5-endo-dig 氢胺化和随后的磷酸催化环化过程提供了获得复杂磺酰胺支架的途径,具有优异的收率和高对映选择性控制。该方法可以扩展到内酰胺衍生物,获得高达 93%ee 的优异产率和对映过量。