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Updated: Jul 8, 2026

Split-and-pool Synthesis and Characterization of Peptide Tertiary Amide Library
Published on: June 20, 2014
The tethered aminohydroxylation (TA) of cyclic allylic carbamates
Timothy J Donohoe1, Peter D Johnson, Andrew Cowley
1Dyson Perrins Laboratory, South Parks Road, Oxford, OX1 3QY, UK. timothy.donohoe@chem.ox.ac.uk
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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