Consecutive and domino processes for the synthesis of a heavily functionalised tricyclic system
β Scribed by Emanuela Marotta; Paolo Righi; Goffredo Rosini
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 273 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
One pot multi-bond forming reactions are one of the ways to address the ever growing demand for efficiency in organic synthesis that concern the chemical commtmity. This paper presents a new threecomponent domino process that efficiently combines four bond-forming reaction steps into a single synthetic operation. From easily available linear starting materials and under very mild conditions, this process builds five new bonds end four new chirai centers, giving rise to the selective formation of a new class of fused beteroatomic tricyclic systera, which may be exploited for the synthesis of biologically interesting aminopolyhydroxylated compounds.
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v
The tricyclic ring system of tricycloclavulone was synthesized from 2-methoxycarbonyl-2-cyclopenten-1-one (2). Key reactions include Lewis acid-catalyzed [2+2]-cycloaddition of a,b-unsaturated ester 2 with thioacetylene derivatives and construction of the A-ring by using the Grubbs catalyst.