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Regio- and enantioselective intermolecular hydroacylation: substrate-directed addition of salicylaldehydes to homoallylic sulfides.
Coulter MM, Kou KG, Galligan B, Dong VM. Coulter MM, et al. J Am Chem Soc. 2010 Nov 24;132(46):16330-3. doi: 10.1021/ja107198e. Epub 2010 Oct 29. J Am Chem Soc. 2010. PMID: 21033718
Hydroacylations between homoallylic sulfides, containing a substrate-bound directing group, and salicylaldehyde derivatives occur in the presence of a spiro-phosphoramidite ligand, (R)-SIPHOS-PE, to give alpha-branched ketones in >20:1 selectivity and up t …
Hydroacylations between homoallylic sulfides, containing a substrate-bound directing group, and salicylaldehyde derivatives occur in the pre …
Rhodium-phosphoramidite catalyzed alkene hydroacylation: mechanism and octaketide natural product synthesis.
von Delius M, Le CM, Dong VM. von Delius M, et al. J Am Chem Soc. 2012 Sep 12;134(36):15022-32. doi: 10.1021/ja305593y. Epub 2012 Aug 31. J Am Chem Soc. 2012. PMID: 22938187
Deuterium labeling studies show that branched hydride insertion is fully reversible, whereas linear hydride insertion is largely irreversible and turnover-limiting. We propose that ligand (R(a),R,R)-SIPHOS-PE effectively suppresses decarbonylation, and helps …
Deuterium labeling studies show that branched hydride insertion is fully reversible, whereas linear hydride insertion is largely irreversibl …