Polyhydroxylated Piperidines and Azepanes from D-Mannitol. Synthesis of 1-Deoxynojirimycin and Analogues

DOI: 10.1016/S0040-4039(00)76888-2

Source and publish data:

Tetrahedron Letters p. 3293 - 3296 (1994)

Update date:2022-07-31

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Authors:

Poitout, Lydie

Merrer, Yves Le

Depezay, Jean-Claude

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Article abstract of DOI:10.1016/S0040-4039(00)76888-2

D-mannitol and L-iditol bis-epoxides, easily obtained from D-mannitol, are convenient substrates for the synthesis of polyhydroxylated piperidines and azepanes, via a nucleophilic opening of one epoxy function followed by a spontaneous intramolecular ring closure.Using this strategy 1-deoxynojirimycin and analogues were prepared. - Key words: D-mannitol, Piperidine, Azepane, 1-deoxynojirimycin, 1,5-dideoxy-1,5-imino-L-gulitol, β-Glycosidase inhibitor.

Full text of DOI:10.1016/S0040-4039(00)76888-2

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Article Doi

Polyhydroxylated Piperidines and Azepanes from D-Mannitol. Synthesis of 1-Deoxynojirimycin and Analogues

DOI: 10.1016/S0040-4039(00)76888-2

Source and publish data:

Authors:

Article abstract of DOI:10.1016/S0040-4039(00)76888-2

Full text of DOI:10.1016/S0040-4039(00)76888-2

Products guided by the article

R&D Labs maybe for 157363-87-6

Relevant to this article

A rapid and efficient protocol for the synthesis of novel nitrothiazolo[3,2-c]pyrimidines via microwave-mediated Mannich cyclisation

Acyclic (η5-Dienyl)tricarbonyliron(1+) Cations Generated in Situ in the Presence of Molecular Sieves: Modified Reactivity with Primary and Secondary Alcohols

The first examples of S(N)Ar-based macrocyclisation: Synthesis of model carboxylate-binding pockets of vancomycin

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