Abstract:
:Primary amines (ammonia, methyl, propyl, octyl, octadecyl, phenyl, benzyl, phenethyl) including methyl esters of amino acids (glycine, DL-alanine, L-valine, L-leucine, L-tyrosine, and L-methionine), and secondary amines (dimethyl, diethyl, dipropyl, diisopropyl, dioctyl, and diphenyl) attack regiospecifically the central carbon atom of the allene system of methyl 12-keto-9,10-octadecadienoate (1) to give the corresponding lipidic enaminone derivatives (2-21) with an average yield of 77%. The E- and Z-configuration of the enaminone system of these novel lipid derivatives was confirmed by infrared and nuclear magnetic resonance spectroscopic techniques. Primary amines furnished Z-enaminones, while secondary amines gave E-enaminones.
journal_name
Lipidsjournal_title
Lipidsauthors
Jie MS,Lau MMdoi
10.1007/s11745-000-0629-4subject
Has Abstractpub_date
2000-10-01 00:00:00pages
1135-45issue
10eissn
0024-4201issn
1558-9307journal_volume
35pub_type
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