Dynamic kinetic resolutions and asymmetric transformations by enzymes coupled with metal catalysis.
The combination of enzyme and metal catalysis is described as a useful method for the synthesis of optically active compounds. A key feature of this new methodology is the use of metal catalysts for the in situ racemization of enzymatically unreactive enantiomers in the enzymatic resolution of racemic substrates. So far, two combinations - lipase-ruthenium and lipase-palladium - have been developed for the efficient dynamic kinetic resolution of alcohols and amines. The use of these combinations has also been extended to catalysis of the asymmetric transformation of ketones, their enol acetates, and ketoximes. In most cases, enzyme-metal combination catalysis has provided good yields and high optical purities.
Kim
Mahn Joo
MJ
National Research Laboratory of Chirotechnology, Department of Chemistry, Division of Molecular and Life Sciences, Pohang University of Science and Technology, San 31 Hyojadong, Pohang, 790-784, Kyungbuk, South Korea. mjkim@postech.ac.kr
Ahn
Yangsoo
Y
Park
Jaiwook
J
D000085:Acetates / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D004798:Enzymes / Q000737:chemistry / Q000145:classification / Q000378:metabolism; D007659:Ketones / Q000737:chemistry*; D007700:Kinetics; D008049:Lipase / Q000737:chemistry* / Q000145:classification / Q000378:metabolism; D008670:Metals / Q000737:chemistry; D010091:Oximes / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D011549:Pseudomonas / Q000201:enzymology; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D000085:Acetates; D000438:Alcohols; D000588:Amines; D004798:Enzymes; D007659:Ketones; D008670:Metals; D010091:Oximes; D010165:Palladium; D012428:Ruthenium; D008049:Lipase