ol2012633_si_003.pdf (6.93 MB)
Catalytic Asymmetric Addition of Thiols to Nitrosoalkenes Leading to Chiral Non-Racemic α-Sulfenyl Ketones
journal contribution
posted on 2011-08-05, 00:00 authored by John M. Hatcher, Mark C. Kohler, Don M. ColtartThe first asymmetric organocatalytic sulfenylation of in situ derived nitrosoalkenes leading to chiral nonracemic α-sulfenylated ketones is described. The transformation proceeds in an umpolung fashion, relative to enolate/azaenolate methods, and uses simple thiols, thereby obviating the need for electrophilic sulfur reagents.