Title of article :
Application of chiral lithium amide bases to the thia-Sommelet dearomatization reaction
Author/Authors :
McComas، نويسنده , , Casey C. and Van Vranken، نويسنده , , David L.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2003
Abstract :
Thia-Sommelet dearomatization reactions of benzylsulfonium ylides can create highly congested quaternary centers. Chiral bis-lithium amide bases were shown to effect enantiotopic deprotonation of benzylsulfonium ions, leading to thia-Sommelet rearrangement. The chiral trienes were generated in up to 50% ee.
Keywords :
sulfonium , Sigmatropic , Rearrangement , Enantioselectivity , Dearomatization
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters