Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
Document title: Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000311375
ISSN: 0103-5053
Authors: 1
Institutions: 1Universidade Federal do Rio Grande do Sul, Instituto de Quimica, Porto Alegre, Rio Grande do Sul. Brasil
Year:
Season: Feb
Volumen: 15
Number: 1
Pages: 22-27
Country: Brasil
Language: Portugués
Document type: Artículo
Approach: Experimental, aplicado
English abstract meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane was efficiently desymmetrized by the lipase from Pseudomonas cepacia (PS-C 'Amano' II) in vinyl acetate in high yields (93%) and with excellent enantiomeric excesses (ee > 99% by chiral GC). Chiral synthons for asymmetric synthesis were synthesized from this enantiopure compound
Portuguese abstract A dessimetrização mais eficiente do composto meso-exo-3,5-dihidroximetilenotriciclo[5.2.1.0(2,6)]decano foi com a lipase da Pseudomonas cepacia (PS-C 'Amano' II) em acetato de vinila, quando obteve-se alto rendimento químico (93%) e excelente excesso enantiomérico (ee > 99%), determinado por cromatografia gasosa em coluna quiral. Desse sistema quiral, foram preparados derivados enantiopuros com potenciais aplicações como intermediários sintéticos
Disciplines: Química
Keyword: Bioquímica,
Lipasas,
Catálisis enzimática,
Compuestos quirales
Keyword: Chemistry,
Biochemistry,
Lipases,
Enzymatic catalysis,
Chiral compounds
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