Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA.

The oxidation of a range of cyclic allylic alcohols and amides with OsO4/TMEDA is presented. Under these conditions, hydrogen bonding control leads to the (contrasteric) formation of the syn isomer in almost every example that was examined. Evidence for the bidentate binding of TMEDA to OsO4 is pres...

תיאור מלא

מידע ביבליוגרפי
Main Authors: Donohoe, T, Blades, K, Moore, P, Waring, M, Winter, J, Helliwell, M, Newcombe, N, Stemp, G
פורמט: Journal article
שפה:English
יצא לאור: 2002
תיאור
סיכום:The oxidation of a range of cyclic allylic alcohols and amides with OsO4/TMEDA is presented. Under these conditions, hydrogen bonding control leads to the (contrasteric) formation of the syn isomer in almost every example that was examined. Evidence for the bidentate binding of TMEDA to OsO4 is presented and a plausible mechanism described.