Title

A Concise Synthesis of Fumagillol

Document Type

Article

Department

Chemistry (HMC)

Publication Date

1999

Abstract

A 13-step synthesis of (±)-fumagillol (1), the direct precursor of the potent angiogenesis inhibitors TNP-470 and fumagillin, from crotonaldehyde, diethylamine, and acrolein (see the scheme) has been achieved. The synthesis features a remarkable hetero-Claisen rearrangement. Small-molecule inhibitors of angiogenesis are promising chemotherapeutic agents for the treatment of cancer and inflammatory diseases.

Rights Information

© 1999 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany