Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.
Org Lett. 2012 Mar 16;14(6):1540-3. doi: 10.1021/ol300274u. Epub 2012 Mar 7.
An organocatalytic Friedel-Crafts alkylation of indoles with α,β-unsaturated ketones was found to be efficiently accelerated under high-pressure conditions with a low loading of chiral primary amine salts with good yield and enantioselectivity up to 90%. This approach also allows, for the first time, selected indole derivatives containing quaternary stereogenic centers to be obtained from prochiral β,β-disubstituted enones with an enantioselectivity up to 80%.
在高压条件下，用低负载量的手性伯胺盐作为催化剂，可高效促进吲哚与α,β-不饱和酮的有机催化傅克烷基化反应，产物产率高，对映选择性高达 90%。该方法还首次允许从前手性β,β-二取代烯酮获得含有季立体中心的选择性高达 80%的特定吲哚衍生物。
