71925-83-2Relevant academic research and scientific papers
Highly Diastereoselective Reduction of Chiral β-Ketosulphoxides under Chelation Control: Application to the Synthesis of (R)-(+)-n-Hexadecano-1,5-lactone
Kosugi, Hiroshi,Konta, Hiroshi,Uda, Hisashi
, p. 211 - 213 (1985)
The presence of zinc chloride in the reduction of chiral β-ketosulphoxides with di-isobutylaluminium hydride effects high 1,3-asymmetric induction to give β-hydroxysulphoxides; this method can be successfully applied to the synthesis of optically pure 1,4
REDUCTION OF β-KETOSULFOXIDES : A HIGHLY EFFICIENT ASYMMETRIC SYNTHESIS OF BOTH ENANTIOMERS OF METHYL CARBINOLS FROM THE CORRESPONDING ESTERS
Solladie, Guy,Greck, Christine,Demailly, Gilles,Solladie-Cavallo, Arlette
, p. 5047 - 5050 (2007/10/02)
It is shown that reductions of β-ketosulfoxides of identical chirality (R) at sulfur, lead to reduction products of opposite stereochemistry according to the reducing agent used.The high enantiomeric excesses obtained (80 to 100percent) provide a general route to both enantiomers of methylcarbinols from the corresponding esters.
