Synthesis and properties of methyl 5-(1′R,2′S)-(2- octadecylcycloprop-1-yl)pentanoate and other ω-19 chiral cyclopropane fatty acids and esters related to mycobacterial mycolic acids

Article abstract of DOI:10.1016/j.chemphyslip.2003.09.001

A 23-26-carbon chain length range of ω-19 (1′R,2′S) cyclopropane fatty acids, related to mycobacterial mycolic acids, has been prepared. The key cyclopropyl intermediate, (1′R,2′S)-(Z)-1-formyl- 2-octadecylcyclopropane, underwent Wittig chemistry with var