SYNTHETIC APPLICATIONS OF THE TANDEM ALDOL CONDENSATION-RADICAL CYCLIZATION SEQUENCE. A NEW AND HIGHLY CONVERGENT METHOD FOR THE ANNULATION OF CARBOCYCLES

Article abstract of DOI:10.1016/S0040-4039(00)99019-1

The sequential treatment of α,β-unsaturated ketones with (phenylseleno)alanes or titanates followed by representative β,γ-unsaturated aldehydes has been shown to furnish β-(phenylseleno)ketols in high yield.The reductive cyclization of these species in the presence of tri-n-butyltin hydride affords the corresponding condensed carbocycles with high efficiency.