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Highly Functionalized Cyclopentanes from Meso Bicyclic Hydrazines. A Rapid Access to Mannosidase Inhibitors

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journal contribution
posted on 2005-04-15, 00:00 authored by C. Bournaud, D. Robic, M. Bonin, L. Micouin
A simple diastereoselective access to amino- and hydrazinocyclopentitols is described. The key step involves a cationic rearrangement of a meso bicyclic hydrazine, followed by two successive stereoselective hydroxylations. Both racemic compounds are micromolar α-mannosidase (Jack bean) inhibitors.