Armstrong Alan, Emmerson Daniel P G
Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK.
Org Lett. 2009 Apr 2;11(7):1547-50. doi: 10.1021/ol900146s.
Chiral allenamides are prepared with high levels of enantiomeric purity by [2,3]-sigmatropic rearrangement of propargylic sulfimides. The required branched propargylic sulfides are prepared by an enantioselective organocatalytic aldehyde alpha-sulfenylation followed by Corey-Fuchs alkynylation.
通过炔丙基亚砜的[2,3]-σ迁移重排反应,可制备出具有高对映体纯度的手性丙二烯酰胺。所需的支链炔丙基硫醚通过对映选择性有机催化醛α-亚磺酰化反应,随后进行Corey-Fuchs炔基化反应来制备。