Easily available 3,4-dibromo-2(5H)-furanone undergoes a regioselective cross-coupling reaction with alkylboronic acids in the presence of catalytic amounts of PdCl2( MeCN)(2) and AsPh3 and a large molal excess of Ag2O to provide the corresponding 4-alkyl-3-bromo-2(5H)-furanones in satisfactory yields. These monobromo derivatives have proven to be useful precursors to unsymmetrically substituted 3,3-dialkyl-2(5H)-furanones which include the racemic form of naturally occurring seiridin. (C) 2001 Elsevier Science Ltd. All rights reserved.
Synthesis of 4-alkyl-3-bromo-2(5H)-furanones and unsymmetrically disubstituted 3,4-dialkyl-2(5H)-furanones by palladium-catalyzed cross-coupling reactions
BELLINA, FABIO;ROSSI, RENZO
2001-01-01
Abstract
Easily available 3,4-dibromo-2(5H)-furanone undergoes a regioselective cross-coupling reaction with alkylboronic acids in the presence of catalytic amounts of PdCl2( MeCN)(2) and AsPh3 and a large molal excess of Ag2O to provide the corresponding 4-alkyl-3-bromo-2(5H)-furanones in satisfactory yields. These monobromo derivatives have proven to be useful precursors to unsymmetrically substituted 3,3-dialkyl-2(5H)-furanones which include the racemic form of naturally occurring seiridin. (C) 2001 Elsevier Science Ltd. All rights reserved.File in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.