STEREOSELECTIVE TOTAL SYNTHESIS OF (2R,2'S,3Z)-1-0-(2-METHOXYHEXADECENYL)GLYCEROL AND (2R,2'S)-1-(2'-METHOXYHEXADECYL)GLYCEROL-POTENTIAL ANTITUMOR COMPOUNDS FROM SHARK LIVER OIL

Citation
Mha. Baig et al., STEREOSELECTIVE TOTAL SYNTHESIS OF (2R,2'S,3Z)-1-0-(2-METHOXYHEXADECENYL)GLYCEROL AND (2R,2'S)-1-(2'-METHOXYHEXADECYL)GLYCEROL-POTENTIAL ANTITUMOR COMPOUNDS FROM SHARK LIVER OIL, Tetrahedron, 51(16), 1995, pp. 4723-4732
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
16
Year of publication
1995
Pages
4723 - 4732
Database
ISI
SICI code
0040-4020(1995)51:16<4723:STSO(>2.0.ZU;2-Q
Abstract
A simple and high yielding route for the stereoselective synthesis of alkyl glycerol ethers namely (2R,2'S,3Z)-1-O-(2-methoxyhexadecenyl)gly cerol 1 and (2R,2'S)-1-(2'-methoxyhexadecyl) glycerol 2, isolated form Shark liver oil is reported. The key reaction involves the Wittig ole fination of the chiral aldehyde 12 with the ylide generated from tride cyl triphenyl phosphonium bromide results in the formation of compound 13, a precursor for the title compounds 1 and 2.