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Hydrolytic enzymes in the synthesis of carba-sugars: application of the lipase from Pseudomonas fragi
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UNSPECIFIED (1998) Hydrolytic enzymes in the synthesis of carba-sugars: application of the lipase from Pseudomonas fragi. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 (6). pp. 1065-1068.
Research output not available from this repository, contact author.Abstract
Pig liver esterase-catalysed hydrolysis of (+/-)-endo-2-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene 1a provides (-)-endo-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid 1b and (+)-endo-2-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene 1a in 36 and 57% ee, respectively. Transesterification between (+/-)-2-exo-hydroxy-4,8-dioxatricyclo[4.2.1.0(3,7)]nonan-5-one 2a and vinyl acetate catalysed by the lipase from Pseudomonas fragi gives the acetate (-)-2b and alcohol (+)-2a in 91 and 94% ee, respectively, Optically pure acetate (-)-2b is obtained after removal of contaminating racemate from the impure acetate by crystallisation of(-)-2b of 91% ee (EtOH).
| Item Type: | Journal Article | ||||
|---|---|---|---|---|---|
| Subjects: | Q Science > QD Chemistry | ||||
| Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | ||||
| Publisher: | ROYAL SOC CHEMISTRY | ||||
| ISSN: | 0300-922X | ||||
| Official Date: | 21 March 1998 | ||||
| Dates: |
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| Number: | 6 | ||||
| Number of Pages: | 4 | ||||
| Page Range: | pp. 1065-1068 | ||||
| Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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