Patent ID: 7285667

Claim:
A process of making a functionalized indolizidine of formula which comprises: (a) adding a nitrogen protecting group to proline methyl ester; (b) reducing the protected proline methyl ester with a reducing agent in a nonprotic solvent to give an aldehyde; (c) adding a vinyl magnesium bromide to the aldehyde of step (b) to obtain an alcohol; (d) adding a nitrogen protecting agent to the alcohol of step (c) in the presence of a base; (e) deprotecting the nitrogen of step (d) and adding an allyl group, to the nitrogen; (f) closing the ring in the presence of a catalyst to give an indolizidine scaffold; (g) reacting the indolizidine scaffold of step (f) with an oxidizing agent to yield an epoxide; and (h) exposing the epoxide of step (g) to acidic conditions to yield a functionalized indolizidine.