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Preparative Bioorganic Chemistry, XI Preparation of the Enantiomers of Paraconic Acid Employing Lipase‐Mediated Asymmetric Hydrolysis of Prochiral Diacetates as the Key Step
Author(s) -
Mori Kenji,
Chiba Naoki
Publication year - 1989
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198919890251
Subject(s) - chemistry , hydrolysis , lipase , enantiomer , pancreatic lipase , organic chemistry , bioorganic chemistry , enantioselective synthesis , enzyme , catalysis
( S )‐(‐)‐Paraconic acid ( 1 ) was prepared from 2‐(acetoxymethyl)‐3‐phenylpropyl acetate ( 4 ) by its asymmetric hydrolysis with pig pancreatic lipase as the key step. Similarly, ( R )‐(+)‐ 1 was prepared from 2‐(acetoxymethyl)‐4‐pentenyl acetate ( 2 ) by its asymmetric hydrolysis with lipase MY.