Stereoselective Addition of Sulfur-Stabilized Carbanions

The reaction of dithioacetal sulfoxides 2 with different electrophiles was investigated. Sulfoxides 2 were easily deprotonated by different bases and reacted with variuos electrophiles. The carbanion of 2 exhibits configurational stability. Asymmetric induction was observed upon the reaction with prochiral electrophiles. Generation of the carbonyl functionality can easily be performed