Regiocontrol of the Palladium-Catalyzed Tin Hydride Addition to <i>Z</i>-Enynols: Remarkable <i>Z</i>-Directing Effects
作者:Abdallah Hamze、Olivier Provot、Jean-Daniel Brion、Mouâd Alami
DOI:10.1021/jo0701435
日期:2007.5.1
[GRAPHICS]Palladium-catalyzed hydrostannation of substituted Z- and E-enynols is discussed and compared. The regioselectivity of the H-Sn bond addition was found to be controlled by the geometry of the double bond ( Z- or syn-directing effect) rather than the nature of its substituents. Exclusively alpha-vinyl stannanes were obtained from Z-enynols having various substituents on the double bond regardless of their electronic, steric, or chelating natures.