226. “Enantiospecific syntheses of indolizidines 167B and 209D”
     Jefford, C.W.; Wang, J.B.
     Tetrahedron Lett. 1993, 34, 3119-3122.

Indolizidine 209D (2) was synthesized in 11 steps from L-aspartic acid (3) in an overall yield of 16%. 3R-pyrrolylnonanoic acid, prepared from 3, was converted into the α-keto diazomethyl derivative, which on Rh₂(OAc)₄-catalyzed cyclization and catalytic hydrogenation gave 2. A similar procedure, starting from 3, afforded 3R-pyrrolylhexanoic acid, an intermediate which had previously been converted in 3 steps to indolizidine 167B.

DOI : 10.1016/S0040-4039(00)93394-X 

archive ouverte unige:152034