利用串联的贝利斯-希尔曼反应/单线态氧反应进行取代γ-羟基丁烯内酯的区域选择性合成及结构研究。
Regioselective synthesis and structural studies of substituted gamma-hydroxybutenolides with use of a tandem Baylis-Hillman/singlet oxygenation reaction.
作者信息
Patil Santoshkumar N, Liu Fei
机构信息
Department of Chemistry & Biomolecular Sciences, Macquarie University, Sydney, NSW, Australia.
出版信息
J Org Chem. 2008 Jun 20;73(12):4476-83. doi: 10.1021/jo702762u. Epub 2008 May 20.
The scope and limitations of a regioselective synthesis of either alpha- or beta-substituted gamma-hydroxybutenolides from 3-furfural and enones are described. The sequence features a Baylis-Hillman reaction followed by singlet oxygen oxidation with use of either an amine base or TBAF as the regioselectivity switches. Structural studies in solution on some of the resulting gamma-hydroxybutenolides are also reported.
本文描述了从3-糠醛和烯酮区域选择性合成α-或β-取代的γ-羟基丁烯内酯的范围和局限性。该反应序列的特点是先进行Baylis-Hillman反应，然后以胺碱或TBAF作为区域选择性开关，进行单重态氧氧化反应。此外，还报道了对一些所得γ-羟基丁烯内酯在溶液中的结构研究。
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