An aza-Prins cyclization approach to functionalized indolizidines from 2-allylpyrrolidines.

ABSTRACT: The stereoselective synthesis of a diverse set of functionalized indolizidine systems has been accomplished through the aza-Prins cyclization of 2-allylpyrrolidines. The condensation of aldehydes onto 2-allylpyrrolidines yields iminium ions that undergo highly diastereoselective aza-Prins cyclization, producing up to two stereogenic centers and two new rings in one step.

SUBMITTER: Liu X 

PROVIDER: S-EPMC3492938 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature