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A practical entry to C18-constrained-E-ring analogues of methyllycaconitine (MLA): a concise new stereoselective approach to 8-oxa-decahydroisoquinolines accompanied by a simple microwaves-assisted synthesis of the succinimidobenzoate appendage of MLA |
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| Authors: | Daniele Simoni Marcello Rossi Riccardo Baruchello Marco Eleopra Andrea Bozzoli Romano Di Fabio |
| Affiliation: | a Dipartimento di Scienze Farmaceutiche, Via Fossato di Mortara 17-19, Università di Ferrara, 44100 Ferrara, Italy b Medicines Research Centre, GlaxoSmithKline S.p.A, Via Fleming 4, 37135 Verona, Italy |
| Abstract: | A Mannich-type intramolecular cyclization afforded access to a 8-oxa-decahydroisoquinoline heterocyclic system. Good stereoselectivity was observed. A promising microwave-assisted synthesis of the methylsuccinimidobenzoate moiety of methyllycaconitine has also been carried out. |
| Keywords: | Methyllycaconitine Nicotinic acetylcholine receptor antagonists Decahydroisoquinoline synthesis Microwave-assisted chemistry |
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