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Synthesis of [3.3.1] Bicyclic Compounds by a Brønsted Acid Catalysed Double Intramolecular Michael Addition

✍ Scribed by Abraham Mendoza; Pilar Pardo; Félix Rodríguez; Francisco J. Fañanás


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
200 KB
Volume
16
Category
Article
ISSN
0947-6539

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✦ Synopsis


Scheme 1. Concept of the double intramolecular Michael addition (DIMA), previous DIHMA strategies and our proposal.


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From the standpoint of atom efficiency, [1] nucleophilic additions to alkenes or alcohols instead of alkyl halides are attractive salt-free methods (Scheme 1). Simple alkenes are readily accessible and abundant carbon-atom sources, but intermolecular additions of 1,3-dicarbonyl compounds to simple a