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

Daniele Simoni,Marcello Rossi,Riccardo Rondanin,Riccardo Baruchello,Giuseppina Grisolia,Marco Eleopra,Riccardo Giovannini,Andrea Bozzoli,Silvia Davalli,Romano Di Fabio,Daniele Donati

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

2005

Daniele Simoni
Marcello Rossi
Riccardo Rondanin
Riccardo Baruchello
Giuseppina Grisolia
Marco Eleopra
Riccardo Giovannini
Andrea Bozzoli
Silvia Davalli
Romano Di Fabio
Daniele Donati

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
Moiety
Photochemistry
Chemistry
Stereochemistry
Stereoselectivity
Organic chemistry
intramolecular cyclization

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