Total synthesis of (±)-hirsutine: application of phosphine-catalyzed imine-allene [4 + 2] annulation.

ABSTRACT: The total synthesis of the indole alkaloid hirsutine has been achieved, with a key step being the application of our phosphine-catalyzed [4 + 2] annulation of an imine with ethyl α-methylallenoate. From commercially available indole-2-carboxaldehyde, the target was synthesized in 14 steps and 6.7% overall yield.

SUBMITTER: Villa RA 

PROVIDER: S-EPMC3439149 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature