A practical and efficient synthesis of 3-substituted hexahydropyrrolo[2,3-b]indole is described. The addition/cyclization of 3-substituted indoles with alfa,beta-dehydroamino esters in the presence of a Lewis acid provides hexahydropyrrolo[2,3-b]indole adducts in good yields and stereoselectivities. This approach has been applied to the concise synthesis of esermethole employing an appropriately substituted indole and an N-acyl dehydroamino ester.

A Novel One-Pot Approach of Hexahydropyrrolo[2,3-b]indole Nucleus by a cascade addition/cyclization strategy: Synthesis of (±)-Esermethole

LUCARINI, SIMONE;BARTOCCINI, FRANCESCA;DIAMANTINI, GIUSEPPE;PIERSANTI, GIOVANNI;SPADONI, GILBERTO
2010

Abstract

A practical and efficient synthesis of 3-substituted hexahydropyrrolo[2,3-b]indole is described. The addition/cyclization of 3-substituted indoles with alfa,beta-dehydroamino esters in the presence of a Lewis acid provides hexahydropyrrolo[2,3-b]indole adducts in good yields and stereoselectivities. This approach has been applied to the concise synthesis of esermethole employing an appropriately substituted indole and an N-acyl dehydroamino ester.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11576/2303325
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