Module 10 : Phosphorus-Containing Compounds

Lecture 24 : Sulfur-Containing Compounds

10.2.5 Andersen Sulfoxide Synthesis

Synthesis of chiral sulfoxide can be accomplished from sulfinyl chloride by reaction with chiral auxiliaries followed by substitution of the separated diastereomers with nucleophiles (K. K. Andersen, Tetrahedron Lett. 1962 . 3 , 93).

Mechanism

Scheme 9

Examples