Jump to main content
US EPA
United States Environmental Protection Agency
Search
Search
Main menu
Environmental Topics
Laws & Regulations
About EPA
Health & Environmental Research Online (HERO)
Contact Us
Print
Feedback
Export to File
Search:
This record has one attached file:
Add More Files
Attach File(s):
Display Name for File*:
Save
Citation
Tags
HERO ID
8723203
Reference Type
Journal Article
Title
Lipase mediated enantiomer and diastereomer separation of 2,2′-[1,2- and 1,3-phenylenebis(oxy)]dicyclohexanols
Author(s)
Toke, ER; Kolonits, P; Novák, L; Poppe, L
Year
2006
Is Peer Reviewed?
1
Journal
Tetrahedron: Asymmetry
ISSN:
0957-4166
Publisher
Elsevier
Location
OXFORD
Volume
17
Issue
16
Page Numbers
2377-2385
Language
English
DOI
10.1016/j.tetasy.2006.08.015
Web of Science Id
WOS:000241610100011
Abstract
Separation of diastereomeric and enantiomeric mixtures of 2,2′-[1,2- and 1,3-phenylenebis(oxy)]dicyclohexanols rac-3a and meso-3a, and rac-3b and meso-3b-resulting from the reactions of pyrocatechol 1a and resorcinol 1b with cyclohexene oxide 2-were performed using acetylation catalyzed by the highly stereoselective Candida antarctica lipase B (Novozym 435). The absolute configurations of the resulting diols (S,S,S,S)-3a,b, monoacetates (R,R,S,S)-4a,b and diacetates (R,R,R,R)-5a,b were assigned on the basis of the steric analogy to the acetylation of racemic trans-2-phenoxycyclohexanol rac-6 with the same enzyme resulting in the known acetate (-)-(R,R)-7. 2006 Elsevier Ltd. All rights reserved.
Series
TETRAHEDRON-ASYMMETRY
Tags
•
Resorcinol
Lit Search Dec 2024
WoS
Home
Learn about HERO
Using HERO
Search HERO
Projects in HERO
Risk Assessment
Transparency & Integrity