- N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation reaction.
N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation reaction.
Journal of the American Chemical Society (2006-02-24)
Timothy J Donohoe, Majid J Chughtai, David J Klauber, David Griffin, Andrew D Campbell
PMID16492017
ABSTRACT
The use of N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation (TA) reaction is reported. These new conditions obviate the requirement for lithium hydroxide and tBuOCl in the oxidation mixture. In addition to providing aminohydroxylation products in good yields, the catalyst loadings can be reduced to just 1 mol % osmium. Moreover, for the first time, homoallylic alcohols are now viable substrates for the TA reaction.
MATERIALS