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Enantioselective and Enantioconvergent Syntheses of Building Blocks for the Total Synthesis of Cyclopentanoid Natural Products
Author(s) -
Gais HansJoachim,
Lukas Karl L.
Publication year - 1984
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198401421
Subject(s) - saponification , enantiomer , enantioselective synthesis , chemistry , organic chemistry , total synthesis , esterase , lactone , enzyme , catalysis
The cyclopentenoid lactone 1 and its enantiomer ent ‐1 were prepared enantiomerically pure on the mole scale from meso ‐tetrahydrophthalic acid anhydride. The key step is the partial saponification of dimethyl tetrahydrophthalate 2 with commercially available pig liver esterase.