TY - JOUR
T1 - Rational strategies for highly enantioselective lipase-catalyzed kinetic resolutions of very bulky chiral compounds
T2 - Substrate design and high-temperature biocatalysis
AU - Ema, Tadashi
PY - 2004/9/20
Y1 - 2004/9/20
N2 - Rational approaches to successful lipase-catalyzed kinetic resolutions of very bulky chiral compounds are briefly reviewed: substrate design and high-temperature biocatalysis. The molecular design based on a stereo-sensing mechanism was the key to the success in the kinetic resolution of 5-[4-(1-hydroxyethyl)phenyl]-10,15,20-triphenylporphyrin. The lipase-catalyzed transesterification of 1,1-diphenyl-2-propanol in n-decane proceeded with excellent enantioselectivity at high temperatures up to 120°C in an autoclave.
AB - Rational approaches to successful lipase-catalyzed kinetic resolutions of very bulky chiral compounds are briefly reviewed: substrate design and high-temperature biocatalysis. The molecular design based on a stereo-sensing mechanism was the key to the success in the kinetic resolution of 5-[4-(1-hydroxyethyl)phenyl]-10,15,20-triphenylporphyrin. The lipase-catalyzed transesterification of 1,1-diphenyl-2-propanol in n-decane proceeded with excellent enantioselectivity at high temperatures up to 120°C in an autoclave.
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U2 - 10.1016/j.tetasy.2004.06.055
DO - 10.1016/j.tetasy.2004.06.055
M3 - Review article
AN - SCOPUS:4644350558
SN - 0957-4166
VL - 15
SP - 2765
EP - 2770
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 18
ER -