title: Aldehyde-selective Wacker oxidation in a thiyl-mediated vinyl group transfer route to daunosamine.
abstract: [reaction: see text] Asymmetric dihydroxylation, thiyl radical mediated transfer of a silicon-tethered vinyl group to a hydrazone and an unconventional aldehyde-selective Wacker oxidation are sequenced for an efficient synthesis of methyl N-trifluoroacetyl-L-daunosaminide in 32% overall yield from crotonaldehyde.
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA. gregory-friestad@uiowa.edu
authors.forename: Gregory K
authors.initials: GK
authors.lastname: Friestad
authors.forename: Tao
authors.initials: T
authors.lastname: Jiang
authors.forename: Alex K
authors.initials: AK
authors.lastname: Mathies