83134-96-7Relevant academic research and scientific papers
Study of the regio- and enantioselectivity of the reactions of osmium tetroxide with allylic alcohols and allylic sulfonamides
Xu, Daqiang,Park, Christine Y.,Barry Sharpless
, p. 2495 - 2498 (1994)
The regioselectivities of the osmylation of geraniol, its derivatives and geranyl sulfonamides suggest the presence of a moderate attractive interaction between OsO4 and the allylic groups bearing acidic protons. This allylic directing effect may be due to the development of a hydrogen bonding interaction between OsO4 and the substrate during the osmylation process. The potential for a hydrogen bond can also have a substantial effect on the enantioselectivities of the osmium tetroxide catalyzed asymmetric dihydroxylation of allylic alcohols.
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
