Data from: DualPhos: a versatile, chemoselective reagent for two-carbon aldehyde to latent (E)-alkenal homologation and application in the total synthesis of phomolide G
McNulty, James, McMaster University
Published Oct 07, 2016 on Dryad.
Cite this dataset
McLeod, David; McNulty, James (2016). Data from: DualPhos: a versatile, chemoselective reagent for two-carbon aldehyde to latent (E)-alkenal homologation and application in the total synthesis of phomolide G [Dataset]. Dryad. https://doi.org/10.5061/dryad.t9j0j
Advances on the use of the 2-pinacolacetal-tripropylphosphonium salt DualPhos as a general reagent for the two-carbon aldehyde to alkenal homologation and a chemoselective iron (III) chloride mediated deprotection are described. The strategy allows isolation of the latent alkenal intermediates or direct hydrolysis to (E)-alkenals. The robust chemical stability of the latent alkenals is demonstrated in a total synthesis of the macrolactone phomolide G.
Experimental synthetic procedures and supporting data.
All synthetic procedures, listing of data parameters and hard copies of spectroscopic data (NMR) are presented.
R Soc Open Sci Supporting InformationCorrected.pdf