Rhodium-catalyzed cyclization reaction of 1,6-enynes with arylboronic acids through beta-hydride elimination/hydrorhodation sequence.
Methoxy-substituted 1,6-enynes react with arylboronic acids in the presence of a rhodium(I) complex to give arylated cyclization products. This occurs by a multi-step mechanism consisting of rhodium/boron transmetalation, intermolecular carborhodation, intramolecular carborhodation, beta-hydride elimination, hydrorhodation, and beta-oxygen elimination. A shift of the position of a carbon-carbon double bond is observed, suggesting that the beta-hydride elimination/hydrorhodation process is repeatedly taking place.
Shimada
Masahiko
M
Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan.
Harumashi
Tatsuro
T
Miura
Tomoya
T
Murakami
Masahiro
M