Microbially mediated enantioselective ester hydrolyses utilizing Rhizopus nigricans. A new method of assigning the absolute stereochemistry of acyclic 1-arylalkanols

H Ziffer, K Kawai, M Kasai, M Imuta…

Index: Ziffer, Herman; Kawai, Ken-ichi; Kasai, Masaji; Imuta, Mitsuru; Froussios, Cleanthis Journal of Organic Chemistry, 1983 , vol. 48, # 18 p. 3017 - 3021

Full Text: HTML

Citation Number: 67

Abstract

The fungus Rhizopus nigricans has been used to effect the enantioselective hydrolysis of 22 acetates of acyclic 1-arylalkanols. The absolute stereochemistry of all the chiral alcohols formed can be accounted for by a rule which is based on the relative sizes of substituents on the carbinol carbon. The relative sizes of substituents deduced from these hydrolyses have been compared with those assigned from Horeau's method for the same compounds and ...

~22%

~41%

~45%

~0%

~0%

~32%

~27%

The Scope of Catalytic Asymmetric Hydroboration/Oxidation wi...

[Doucet, Henri; Fernandez, Elena; Layzell, Timothy P.; Brown, John M. Chemistry - A European Journal, 1999 , vol. 5, # 4 p. 1320 - 1330]

Varying the ratio of formic acid to triethylamine impacts on...

[Zhou, Xiaowei; Wu, Xiaofeng; Yang, Bolun; Xiao, Jianliang Journal of Molecular Catalysis A: Chemical, 2012 , vol. 357, p. 133 - 140]

QUANTUM CHEMISTRY AND COMPUTATION CHEMISTRY

[Li, Jia; Wang, Chao; Xue, Dong; Wei, Yawen; Xiao, Jianliang Green Chemistry, 2013 , vol. 15, # 10 p. 2685 - 2689]

Ti-TADDOLate-catalyzed, highly enantioselective addition of ...

[Weber, Beat; Seebach, Dieter Tetrahedron, 1994 , vol. 50, # 25 p. 7473 - 7484]

Preparation and resolution of a modular class of axially chi...

[Connolly, David J.; Lacey, Patrick M.; McCarthy, Mary; Saunders, Cormac P.; Carroll, Anne-Marie; Goddard, Richard; Guiry, Patrick J. Journal of Organic Chemistry, 2004 , vol. 69, # 20 p. 6572 - 6589]