通过磺酰亚胺[2,3]-σ迁移重排对丙二烯酰胺进行对映选择性合成。
Enantioselective synthesis of allenamides via sulfimide [2,3]-sigmatropic rearrangement.
作者信息
Armstrong Alan, Emmerson Daniel P G
机构信息
Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK.
出版信息
Org Lett. 2009 Apr 2;11(7):1547-50. doi: 10.1021/ol900146s.
PMID:19254002
Abstract
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.
摘要
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。
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