原位分子内催化烯丙酯对环状酮进行1,2-加成反应以合成多环烯丙酯。
In situ intramolecular catalytic 1,2-addition of allenoates to cyclic ketones towards polycyclic allenoates.
作者信息
Heinrich Clément F, Miesch Michel, Miesch Laurence
机构信息
Université de Strasbourg, Institut de Chimie, UMR Unistra-CNRS 7177, Laboratoire de Chimie Organique Synthétique, 1 rue Blaise Pascal, BP296/R8, 67008-Strasbourg, France.
出版信息
Org Biomol Chem. 2015 Feb 21;13(7):2153-6. doi: 10.1039/c4ob02451f.
Sequential deprotonation, isomerization of 3-alkynoates and subsequent 1,2-addition led to bicyclic allenoate in the presence of a catalytic amount of Cs2CO3. Cyclization proceeds in a totally stereoselective manner in the case of the two-carbon linker chain. A one-pot reaction starting from alkynyl ketones afforded tricyclic fused ring systems with good yields.
在催化量的碳酸铯存在下，3-炔酸酯的顺序去质子化、异构化以及随后的1,2-加成反应生成了双环联烯酸酯。对于含两个碳的连接链，环化反应以完全立体选择性的方式进行。从炔基酮开始的一锅法反应能以良好的产率得到三环稠环体系。
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