71899-72-4Relevant academic research and scientific papers
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 (1982)
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.
Selective lipase-catalyzed acylation of epimeric α-sulfinyl alcohols: An efficient method of separation
Medio-Simon, Mercedes,Gil, Jesus,Aleman, Pedro,Varea, Teresa,Asensio, Gregorio
, p. 561 - 566 (2007/10/03)
A facile and efficient separation of mixtures of epimeric α-sulfinyl alcohols 2:3 can be accomplished by selective lipase-catalyzed acylation with neat vinyl acetate. Pseudomonas cepacia and Candida rugosa lipase showed opposite epimer differentiation in
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 (2007/10/02)
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
