Hydrolytic and Aminolytic Kinetic Resolution of Terminal Bis-Epoxides

Hydrolytic and aminolytic kinetic resolution of terminal bis-epoxides catalyzed by (salen)CoIII complexes affords epoxy-diols and N-protected epoxy-amino alcohols with excellent enantio- and diastereoselectivity and good yields. An operationally simple procedure gives instant access to valuable buil...

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Bibliographic Details
Published in:Journal of organic chemistry 2013-03, Vol.78 (6), p.2379-2385
Main Authors: Bredihhina, Jevgenia, Villo, Piret, Andersons, Ka̅rlis, Toom, Lauri, Vares, Lauri
Format: Article
Language:English
Subjects:
Amino Alcohols - chemistry
Catalysis
Cobalt - chemistry
Epoxy Compounds - chemistry
Kinetics
Molecular Structure
Stereoisomerism
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Summary:Hydrolytic and aminolytic kinetic resolution of terminal bis-epoxides catalyzed by (salen)CoIII complexes affords epoxy-diols and N-protected epoxy-amino alcohols with excellent enantio- and diastereoselectivity and good yields. An operationally simple procedure gives instant access to valuable building blocks containing two remote stereocenters in highly enantioenriched form.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo3024335