在水相介质中通过连续的Knoevenagel 缩合和杂[4+2]环加成反应合成 2,8-二氧杂双环[3.3.1]壬烷衍生物。
Synthesis of 2,8-dioxabicyclo[3.3.1]nonane derivatives via a sequential Knoevenagel condensation and hetero-Diels-Alder reaction in an aqueous medium.
机构信息
Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University , 1-1 Yanagido, Gifu 501-1193, Japan.
出版信息
J Org Chem. 2013 Nov 15;78(22):11612-7. doi: 10.1021/jo401990h. Epub 2013 Nov 5.
PMID:24147553
Abstract
Utilizing aldehyde-substituted vinylogous carbonates and 1,3-diketones, a simple protocol is presented for the synthesis of 2,8-dioxabicyclo[3.3.1]nonane derivatives via Knoevenagel condensation followed by a hetero-Diels-Alder reaction under green reaction conditions. The structure of a key product is unequivocally confirmed by X-ray crystallography.
摘要
利用醛取代的乙烯基碳酸酯和 1,3-二酮，通过 Knoevenagel 缩合反应，随后在绿色反应条件下通过杂 Diels-Alder 反应，提出了一种简单的方法来合成 2,8-二氧杂二环[3.3.1]壬烷衍生物。通过 X 射线晶体学明确确定了一个关键产物的结构。
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