Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 350, Issue 2, Pages 267-279Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200700396
Keywords
asymmetric synthesis; cyclohexene-carbaldehydes; domino reactions; organocatalysis; triple cascade
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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.
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