Organic Letters 2007-05-01

Synthesis of the sialidase inhibitor siastatin B.

Gwangrog Lee, Mahir Rabbi, Robert L Clark, Piotr E Marszalek

Index: Org. Lett. 2 , 4037, (2000)

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Abstract

[structure] The resolved piperidinecarboxylate (R)-7 was converted to siastatin B (1) by an efficient and stereoselective sequence that includes a bromo-beta-lactonization and an N-acyliminium azidation. Two analogues (3 and 4) of siastatin were also prepared.