The Tethered Aminohydroxylation (TA) of Cyclic Allylic Carbamates
Journal of the American Chemical Society2002Vol. 124(44), pp. 12934–12935
Citations Over TimeTop 12% of 2002 papers
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.
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