@article {9780, title = {Synthesis of (S)-α-amino oleic acid}, journal = {Lipids}, volume = {37}, number = {2}, year = {2002}, note = {Cited By :10Export Date: 18 January 2017}, pages = {223-228}, type = {Article}, abstract = {An efficient synthesis of (S)-α-amino oleic acid was developed. The fully protected FA derivative was obtained in four steps starting from methyl (2S)-2-[bis(tert-butoxycar-bonyl)amino]-5-oxopentanoate. These steps are (i) olefination of the starting aldehyde with the appropriate phosphonate anion, (ii) hydrogenation of the double bonds, (iii) controlled reduction of ω-ethyl ester to an aldehyde in the presence of α-methyl ester, and (iv) a Wittig reaction of the latter aldehyde with the suitable ylide. Free α-amino oleic acid was prepared after deprotection of the amino group followed by saponification in a total yield of 24\%.\ N-tert-Butoxycarbonyl-protected amino oleic acid and the corresponding amino alcohol were prepared in high yield. The structures of the products have been established by various spectroscopic techniques.}, author = {Magrioti, V. and Constantinou-Kokotou, V.} }