Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols | Zendy

Aurélie Blond | Zendy; Serge Turcaud | Zendy; Thomas Lecourt | Zendy; Laurent Micouin | Zendy

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Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis-1,3-Diaminocyclohexitols

Author(s) -

Aurélie Blond,

Serge Turcaud,

Thomas Lecourt,

Laurent Micouin

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b02910

Subject(s) - bicyclic molecule , ring (chemistry) , hydrazine (antidepressant) , combinatorial chemistry , chemistry , cleavage (geology) , stereochemistry , organic chemistry , materials science , chromatography , fracture (geology) , composite material

A sequence of oxidative cleavage/double nitroaldol condensation followed by a few simple synthetic transformations can lead to polyhydroxylated di- and triaminocyclohexanes from a readily available bicyclic hydrazine. This new synthetic route provides a simple and general access to densely substituted privileged scaffolds or fragments with a perfect control of their relative configuration.

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