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. 2009 Jun 18;11(12):2687-90.
doi: 10.1021/ol900799e.

Total synthesis of (-)-agelastatin A: the application of a sequential sigmatropic rearrangement

Naoto Hama  1 , Tomoki Matsuda, Takaaki Sato, Noritaka Chida
Affiliations

Total synthesis of (-)-agelastatin A: the application of a sequential sigmatropic rearrangement

Naoto Hama et al. Org Lett. .

Abstract

An enantioselective total synthesis of (-)-agelastatin A from (-)-2,3-O-isopropylidene-d-threitol is described. The sequential Overman/Mislow-Evans rearrangement of the allylic bistrichloroimidate is the key step, which efficiently installed a diaminohydroxy group.

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