Three step synthesis of aminocyclohexitols from unprotected aldoses.
We report an efficient three step synthesis of aminocyclohexitols from aldohexoses without the use of protecting groups. Unprotected aldohexoses are selectively halogenated at the primary carbon, the aldehyde function is then transformed into an oxime ether and finally free radical cyclization of these precursors gives aminocyclohexitols.
Thiery
J C
JC
Laboratoire de Chimie Organique, Faculté des Sciences, Université de Picardie Jules Verne, Amiens, France.
Frechou
C
C
Demailly
G
G