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Selective Acetate Hydrolysis of Diastereomers with Porcine Pancreatic lipase (PPL) as an Access to Useful Chiral Building Blocks
Author(s) -
Mulzer Johann,
Greifenberg Stefan,
Beckstett Anne,
Gottwald Matthias
Publication year - 1992
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.1992199201186
Subject(s) - diastereomer , chemistry , hydrolysis , pancreatic lipase , lipase , alcohol , organic chemistry , enzyme
The diastereomeric mixture of the propargylic acetates 2 was diastereomer selectively hydrolyzed with porcine pancreatic lipase (PPL) in water to give the acetate syn ‐ 2 and the alcohol anti ‐ 3 , both more than 95% diastereomerically pure. From these products stereocontrolled routes to other useful chiral building blocks ( 4 , 6 , 11 , 14 , 15 , 16 ) were developed.