Asymmetric synthesis of polyfunctionalized mono-, bi-, and tricyclic carbon frameworks via organocatalytic domino reactions
Asymmetric synthesis of polyfunctionalized mono-, bi-, and tricyclic carbon frameworks via organocatalytic domino reactions
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DOI：
10.1002/adsc.200700396
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发表时间：
2008-01-01
影响因子：
5.4
通讯作者：
Bats, Jan W.
中科院分区：
文献类型：
--
作者：
Enders, Dieter;Huettl, Matthias R. M.;Bats, Jan W.
不对称有机催化多组分多米诺反应是立体选择性合成多取代单环和双环环己烯甲醛的关键步骤。此外，对多米诺反应的扩展和级联产物的进一步合成转化进行了研究。三步级联与分子内Diels-Alder反应的组合打开了三环十氢苊烯和十氢非那烯骨架的入口，它们是天然产物的有价值的特征碳核。
An asymmetric organocatalytic multi-component domino reaction is used as a key process for the stereoselective synthesis of polysubstituted mono- and bicyclic cyclohexene-carbaidehydes. Furthermore, the extension of the domino reaction and further synthetic transformations of the cascade products were investigated. The combination of the three-step cascade with an intramolecular Diels-Alder reaction opens up an entry to tricyclic decahydroacenaphthylene and decahydrophenalene skeletons, which are valuable characteristic carbon cores of natural products.