New synthesis of (Z,E)-2,7-bis(4-cyanobenzylidene)cycloheptan-1-one under stereospecific constraints induced by host–guest interactions

Literature Information

Publication Date 2005-07-12
DOI 10.1039/B504989J
Impact Factor 6.222
Authors

Arnaud Grandeury, Samuel Petit, Servane Coste, Gérard Coquerel, Cécile Perrio, Géraldine Gouhier


View Original

Abstract

A selective, efficient, and fast access to (Z,E)-2,7-bis(4-cyanobenzylidene)cycloheptan-1-one (BCBCH), precursor of the synthetic antagonist of tissue-plasminogen activator (t-PA), is reported using a solid/solid aldolisation–crotonisation reaction on a supramolecular complex under microwave irradiation. The underlying mechanism is investigated from the crystal structure of the intermediate host–guest complex formed between permethylated γ-cyclodextrin and (Z)-2-(4-cyanobenzylidene)cycloheptan-1-one.

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Cover

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Contents list

Front/Back Matter

DOI: 10.1039/C6QO90002J

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Chemical Communications

Chemical Communications
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