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The Triolide of ( R )‐3‐Hydroxybutyric acid—Direct Preparation from Polyhydroxybutyrate and Formation of a Crown Estercarbonyl Complex with Na Ions
Author(s) -
Seebach Dieter,
Müller HansMartin,
Bürger H. Michael,
Plattner Dietmar A.
Publication year - 1992
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.199204341
Subject(s) - polyhydroxybutyrate , chemistry , ion , sodium , metal , ring (chemistry) , polymer chemistry , inorganic chemistry , stereochemistry , organic chemistry , bacteria , genetics , biology
Ideally oriented to complex a metal ion , the three carbonyl groups of triolide 1 are parallel and pointing in the same direction. Upon complexation with a sodium ion, the ring adjusts by arching inward, tilting the CO groups towards each other. The preparation of triolide 1 from poly( R )‐3‐hydroxybutanoate is surprisingly simple.