Enantioselective synthesis of pyrroloindolines by a formal [3 + 2] cycloaddition reaction.

ABSTRACT: (R)-BINOL·SnCl(4) was found to catalyze a formal [3 + 2] cycloaddition reaction between C(3)-substituted indoles and 2-amidoacrylates to provide pyrroloindolines. A variety of pyrroloindolines were prepared with high enantioselectivity in one step from simple precursors. This methodology is expected to facilitate the total synthesis of pyrroloindoline alkaloids, an important class of biologically active natural products.

SUBMITTER: Repka LM 

PROVIDER: S-EPMC3222144 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature