Abstract
Lipase-catalyzed poly- and monotransesterification reactions were used in kinetic separations of a commercial mixture of cis,trans-1,4-cyclohexanedimethanol. The reactions were performed with lipases from various sources and with mono- and diesters as the acylating reagents. In a series of monotransesterifications, the highest diastereoselectivity (1:6.5) was obtained with β-chloroethyl hydrocinnamate as the acyl donor and lipase from Pseudomonas fluorescens. Polycondensations with fumarate esters using lipase from porcine pancreas afforded moderate diastereoselectivity (about 1:4.5) for the cis/trans monocondensate, and markedly increased diastereoselectivity (about 1:24) for the cis/trans dicondensate product.
Original language | English |
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Pages (from-to) | 4939-4944 |
Number of pages | 6 |
Journal | Tetrahedron |
Volume | 49 |
Issue number | 22 |
DOIs | |
State | Published - 28 May 1993 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry