Chemoenzymatic dynamic kinetic resolution of allylic alcohols: a highly enantioselective route to acyloin acetates.
Dynamic kinetic resolution (DKR) of a series of sterically hindered allylic alcohols has been conducted with Candida antarctica lipase B (CALB) and ruthenium catalyst 1. The optically pure allylic acetates obtained were subjected to oxidative cleavage to give the corresponding acylated acyloins in high yields without loss of chiral information.
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden.
Krisztián
K
Bogár
Pilar Hoyos
PH
Vidal
Andrés R Alcántara
AR
León
Jan-E
JE
Bäckvall
D000085:Acetates / Q000737:chemistry; D005233:Fatty Alcohols / Q000138:chemical synthesis*; D005656:Fungal Proteins; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D020005:Propanols / Q000737:chemistry*; D012428:Ruthenium; D013237:Stereoisomerism
D000085:Acetates; D005233:Fatty Alcohols; D005656:Fungal Proteins; D020005:Propanols; C006463:allyl alcohol; C011159:acyloin; D012428:Ruthenium; D008049:Lipase; C431349:lipase B, Candida antarctica