Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
J Am Chem Soc. 2010 Nov 24;132(46):16330-3. doi: 10.1021/ja107198e. Epub 2010 Oct 29.
We report a Rh-catalyzed, regio- and enantioselective intermolecular olefin hydroacylation under mild conditions. 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 α-branched ketones in >20:1 selectivity and up to 97% ee. Our conditions are also applicable to the asymmetric intermolecular hydroacylation of 1,2-disubstituted olefins.
我们报告了一种 Rh 催化的、区域和对映选择性的温和条件下的烯烃氢甲酰化反应。在手性螺环膦酰胺配体 (R)-SIPHOS-PE 的存在下,含有底物结合导向基团的偕烯丙基硫化物与水杨醛衍生物之间发生氢甲酰化反应,以大于 20:1 的选择性和高达 97%的对映选择性得到α-支链酮。我们的条件也适用于 1,2-二取代烯烃的不对称分子间氢甲酰化反应。