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Diastereoselective Osmium-catalyzed Vicinal Oxyamination of Acyclic Allylic Alcohol Derivatives

Masruri; Kanizaj, Nicholas; McLeod, Malcolm D.


The osmium-catalyzed oxyamination of chiral acyclic allylic alcohol derivatives bearing mono- and 1,1-di-substituted double bonds with benzyl N-(4-tosyloxy)carbamate proceeds with high regioselectivity and moderate levels of diastereoselectivity favoring the anti product. The observed stereoselectivity shows a clear and systematic trend with anti:syn ratios increasing in line with the size of substituent at both the allylic stereocenter and double bond alpha-carbon. The stereoinduction is in...[Show more]

CollectionsANU Research Publications
Date published: 2013-11-07
Type: Journal article
Source: Chirality
DOI: 10.1002/chir.22256


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