13035-39-7Relevant academic research and scientific papers
Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA
Donohoe, Timothy J.,Blades, Kevin,Moore, Peter R.,Waring, Michael J.,Winter, Jon J. G.,Helliwell, Madeleine,Newcombe, Nicholas J.,Stemp, Geoffrey
, p. 7946 - 7956 (2007/10/03)
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.
The directed dihydroxylation of allylic alcohols
Donohoe, Timothy J.,Moore, Peter R.,Waring, Michael J.,Newcombe, Nicholas J.
, p. 5027 - 5030 (2007/10/03)
The preparation and dihydroxylation of a series of polyenes and cyclic allylic alcohols using the TMEDA/osmium tetroxide mixture is reported. Remarkably, these reagents lead to high levels of regiochemical and stereochemical control as the oxidant hydroge
