Remodelling of the natural product fumagillol employing a reaction discovery approach.

ABSTRACT: In the search for new biologically active molecules, diversity-oriented synthetic strategies break through the limitation of traditional library synthesis by sampling new chemical space. Many natural products can be regarded as intriguing starting points for diversity-oriented synthesis, wherein stereochemically rich core structures may be reorganized into chemotypes that are distinctly different from the parent structure. Ideally, to be suited to library applications, such transformations should be general and involve few steps. With this objective in mind, the highly oxygenated natural product fumagillol has been successfully remodelled in several ways using a reaction-discovery-based approach. In reactions with amines, excellent regiocontrol in a bis-epoxide opening/cyclization sequence

SUBMITTER: Balthaser BR 

PROVIDER: S-EPMC3254213 | biostudies-literature | 2011 Dec

REPOSITORIES: biostudies-literature