Concepedia

Synthesis of Aminocyclohexitol via Carbon-Carbon Bond-Forming Radical Cyclization of Oxime Ether.

Hideto Miyabe, Akiyoshi Nishiki, Takeaki Naito

Chemical and Pharmaceutical Bulletin · 2003 · 12 citations · 12 references

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Abstract

The stannyl radical mediated-cyclization of oxime ether, derived from D-glucose, gave the aminocyclohexitol derivative. Stereoselective C-C bond forming cyclization proceeded via favorable conformers minimizing A(1,3)-strain between the oxime ether group and alpha-substituents.

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