Timothy J Donohoe, Peter D Johnson, Andrew Cowley
2002
Citations
0
Influential Citations
69
Citations
Journal
Journal of the American Chemical Society
Abstract
The tethered aminohydroxylation of cyclic allylic carbamates is described using catalytic amounts of potassium osmate. The mechanism of reaction involves formation of an imido-osmium complex which adds intramolecularly to alkenes with complete control of both regio- and stereoselectivity: the formation of syn-aminodiol motifs is now straightforward using this chemistry. Proof of the mechanism was obtained with an X-ray crystal structure of an azaglycolate osmate ester intermediate.