CONVENIENT SYNTHESIS OF CYTOTOXIC (11E)-13-HYDROXY-10-OXOOCTADEC-11-ENOIC ACID FROM UNDEC-10-ENOIC ACID

Authors
NOKAMI J OSAFUNE M SHIRAISHI K SUMIDA S IMAI N
Citation
J. Nokami et al., CONVENIENT SYNTHESIS OF CYTOTOXIC (11E)-13-HYDROXY-10-OXOOCTADEC-11-ENOIC ACID FROM UNDEC-10-ENOIC ACID, Journal of the Chemical Society. Perkin transactions. I, (20), 1997, pp. 2947-2948
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
20
Year of publication
1997
Pages
2947 - 2948
Database
ISI
SICI code
0300-922X(1997):20<2947:CSOC(>2.0.ZU;2-Q
Abstract
(11E)-13-Hydroxy-10-oxooctadec-11-enoic acid 1 is conveniently synthes ized via a Knoevenagel-type reaction of isopropyl 11-phenylsulfinyl-10 -oxoundecanoate 2a (itself easily derived from undec-10-enoic acid) wi th heptanal to form the gamma-hydroxyenone functionality together with carbon chain elongation.