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Efficient generation of an oxidopyrylium ylide using a Pd catalyst and its [5+2] cycloadditions with several dipolarophiles
Chemical Communications ( IF 4.9 ) Pub Date : 2018-01-15 00:00:00 , DOI: 10.1039/c7cc09552j
Hiroyuki Suga 1, 2, 3, 4, 5 , Taichi Iwai 1, 2, 3, 4, 5 , Masahiro Shimizu 1, 2, 3, 4, 5 , Kie Takahashi 1, 2, 3, 4, 5 , Yasunori Toda 1, 2, 3, 4, 5
Affiliation  

An efficient method for the generation of an oxidopyrylium ylide from 6-acetoxy-6-acetoxymethyl-2H-pyran-3(6H)-one using a Pd catalyst and [5+2] cycloadditions of the resulting ylide are described. Among substituted styrene derivatives as dipolarophiles, electron-rich styrenes showed higher yield (up to 80%). The [5+2] cycloaddition reactions can also be applied to exo-methylene cyclic compounds, and an improved method for the synthesis of polygalolide intermediate has been demonstrated.

中文翻译:

使用Pd催化剂及其[5 + 2]环加成反应和几种偶极亲子试剂可高效生成氧化吡啶鎓叶立德

描述了使用Pd催化剂从6-乙酰氧基-6-乙酰氧基甲基-2 H-吡喃-3(6 H)-1生成氧化吡啶鎓叶立德的有效方法,以及所得的叶立德的[5 + 2]环加成。在取代的苯乙烯衍生物(如双极性亲和剂)中,富电子苯乙烯显示出更高的收率(高达80%)。[5 + 2]环加成反应也可以用于亚甲基环状化合物,并且已经证明了一种改进的合成聚没食子酸酯中间体的方法。
更新日期:2018-01-25
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