89300-15-2Relevant academic research and scientific papers
Acid-catalyzed solvolysis of polyenol ethers. II. Effect of the degree of unsaturation
Vertegaal,Van Der Gen
, p. 7301 - 7312 (2007/10/02)
The acid-catalyzed solvolysis of polyenol ethers of glycerol gradually changes with increasing unsaturation from the regular pattern into an anomalous one in which hydroxy- and methoxy-substituted aldehydes are formed.
Racemic and Enantiomeric all-trans-Fecapentaene-12 and -14.
Pfaendler, Hans Rudolf,Maier, Franz Karl,Klar, Sonja,Goeggelmann, Waltraud
, p. 449 - 454 (2007/10/02)
The syntheses of the following crystalline all-trans compounds are described: (+/-)-fecapentaene-12 (1a), natural (S)-(+)-fecapentaene-12, unnatural (R)-(-)-fecapentaene-12, (+/-)-fecapentaene-14 (1b), and (S)-(+)-fecapentaene-14.Both enantiomers and the
A CONVENIENT SYNTHESIS OF FECAPENTAENE-12 BY THE HORNER-WITTIG REACTION
Wit, P. P. de,Schaik, T. A. M. van,Gen, A. van der
, p. 369 - 370 (2007/10/02)
A synthesis of racemic fecapentaene-12 and other glyceryl enol ethers has been developed based on the Horner-Wittig reaction.Coupling of the anion of the glyceryl substituted phosphine oxide 7 with unsaturated aldehydes 9a-c provided, after treatment with base, the silyl protected glyceryl enol ethers 11a-c.The silyl groups were easily removed and mixtures of E and Z isomers of glyceryl enol ethers 12a-c were obtained.The isomers could be separated upon washing with ether/hexane.
SYNTHESIS OF RACEMIC FECAPENTAENE-12, A POTENT MUTAGEN FROM HUMAN FECES, AND ITS REGIOISOMER
Gunatilaka, A. A. Leslie,Hirai, Nobuhiro,Kingston, David G. I.
, p. 5457 - 5460 (2007/10/02)
Racemic fecapentaene-12 and its regioisomer 2-(1,3,5,7,9-dodecapentaenyloxy)-1,3-propanediol (2) have been synthesized.The latter compound is comparably mutagenic to 1.
