Utility of the ammonia-free Birch reduction of electron-deficient pyrroles: total synthesis of the 20s proteasome inhibitor, clasto-lactacystin beta-lactone.

A new synthesis of the 20S proteasome inhibitor clasto-lactacystin beta-lactone is described. Our route to this important natural product involves the partial reduction of an electron deficient pyrrole as a key step. By judicious choice of enolate counterion, we were able to exert complete control o...

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Bibliographic Details
Main Authors: Donohoe, T, Sintim, H, Sisangia, L, Ace, K, Guyo, P, Cowley, A, Harling, J
Format: Journal article
Language:English
Published: 2005