Transmetalation of Z-telluroenynes: stereoselective synthesis of Z-enynols and their application in palladium-catalyzed cyclization.
The synthesis of various Z-enynols via reaction of vinyllithium intermediate with aldehydes and ketones is described. The subsequent cyclization of a wide variety of Z-enynols afforded substituted furans and dihydrofurans with high regioselectivity under mild reaction conditions.
Laboratório de Síntese, Reatividade, Avaliação Farmacológica e Toxicológica de Organocalcogênios, and Laboratório de Materiais Inorgânicos, CCNE, UFSM, Santa Maria, Rio Grande do Sul 97105-900, Brazil.
Caroline C
CC
Schneider
Helton
H
Caldeira
Bibiana M
BM
Gay
Davi F
DF
Back
Gilson
G
Zeni
D000447:Aldehydes / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D000480:Alkynes; D005663:Furans; D007659:Ketones; D010165:Palladium