Synthesis and palladium-catalysed isomerisation of fused polycyclic tetrahydrofurans: efficient and stereoselective one-pot domino construction of functionalised bridged bicyclo[n.2.1] ring systems | Zendy

PierreYves Roger | Zendy; Fabien Blondeau | Zendy; David Bensa | Zendy; Thierry Constantieux | Zendy; Jean Rodríguez | Zendy

Open Access

Synthesis and palladium-catalysed isomerisation of fused polycyclic tetrahydrofurans: efficient and stereoselective one-pot domino construction of functionalised bridged bicyclo[n.2.1] ring systems

Author(s) -

PierreYves Roger,

Fabien Blondeau,

David Bensa,

Thierry Constantieux,

Jean Rodríguez

Publication year - 2009

Publication title -

molecular diversity

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.385

H-Index - 57

eISSN - 1573-501X

pISSN - 1381-1991

DOI - 10.1007/s11030-009-9131-2

Subject(s) - domino , isomerization , palladium , ring (chemistry) , chemistry , stereoselectivity , bicyclic molecule , enol , annulation , cascade reaction , medicinal chemistry , stereochemistry , combinatorial chemistry , catalysis , organic chemistry

A new one-pot domino reaction for a general entry to functionalised bridged bicyclo[n.2.1] ring systems from alpha, alpha'-diactivated cyclic ketones and trans-1,4-dihalides is described. The sequence combines a base promoted C-O cycloalkylation reaction leading to fused polycyclic enol ethers and their in situ palladium-catalysed isomerisation.

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