98066-12-7Relevant articles and documents
Application of [3+2] nitrile oxide cycloaddition chemistry to the construction of retinoid skeleton and to a new formal synthesis of (±)-ascofuranone and geiparvarin
Baraldi,Bigoni,Guarneri,Manfredini,Pollini,Simoni
, p. 1515 - 1529 (2007/10/02)
A flexible approach to the construction of the C-20 retinoid carbon skeleton involving the intermolecular [3+2] cycloaddition of the nitrile oxide derived from a C-14 aldehyde component with both a C-6 diene or enyne dipolarophiles, followed by Mo(CO)6-promoted ring opening of the derived 3,5-disubstituted-isoxazoline or -isoxazole ring systems, has been accomplished. The same strategy has been also successfully applied as a tool for the crucial carbon-carbon bond forming step to the formal synthesis of (±)-ascofuranone and to a new synthesis of geiparvarin.
A [3+2] nitrile oxide intermolecular cycloaddition approach to 4,5-dihydro-3(2H)-furanone and 3(2H)-furanone ring systems: Application to the formal synthesis of (±)-ascofuranone and geiparvarin
Tabrizi, M. Aghazade,Baraldi,Guarneri,Manfredini,Pollini,Simoni
, p. 683 - 686 (2007/10/02)
A unified approach to both 4,5-dihydro-3(2H)-furanone and 3(2H)-furanone rings systems centered on a [3+2] nitrile oxide cycloaddition strategy as a tool for the crucial carbon-carbon bond forming step has been successfully applied to the formal synthesis of )(±)-ascofuranone and to a new synthesis of geiparvarin from common intermediates.
A SIMPLE SYNTHESIS OF GEIPARVARIN
Chen, Kau-Ming,Joullie, Madeleine M.
, p. 393 - 394 (2007/10/02)
A simple, efficient (nine steps, 22percent overall yield) synthesis of geiparvarin is described.
