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
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
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.