Chowdhury Raghunath, Ghosh Sunil K
Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai 400085, India.
Org Lett. 2009 Aug 6;11(15):3270-3. doi: 10.1021/ol900803n.
(S)-N-(2-pyrrolidinylmethyl)pyrrolidine/trifluoroacetic acid (3:1) combination catalyzed the direct addition of alkyl methyl ketones to beta-dimethyl(phenyl)silylmethylene malonate at the methyl terminal with high yield and excellent regio- and enantioselectivity. The silyl group played crucial roles in regioselection and substrate reactivity.
(S)-N-(2-吡咯烷基甲基)吡咯烷/三氟乙酸(3:1)组合催化烷基甲基酮在甲基端直接加成到β-二甲基(苯基)硅基亚甲基丙二酸酯上,产率高,区域选择性和对映选择性优异。硅基在区域选择性和底物反应性中起关键作用。