Consecutive and domino processes for the synthesis of a heavily functionalised tricyclic system

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 community. This paper presents a new three-component domino process that efficiently combines four bond-forming reaction steps into a single synth...

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Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 9; pp. 1041 - 1044
Main Authors Marotta, Emanuela, Righi, Paolo, Rosini, Goffredo
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 26.02.1998
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
2-OXIDES
STEREOCONTROLLED SYNTHESIS
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Summary: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 community. This paper presents a new three-component 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 and four new chiral centers, giving rise to the selective formation of a new class of fused heteroatomic tricyclic system, which may be exploited for the synthesis of biologically interesting aminopolyhydroxylated compounds. Five new bonds and four new chiral centers in one step! A single multicomponent reaction allowed to obtain heavily functionalized tricyclic compounds under very mild conditions and with high efficiency and great selectivity.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)10698-0