Tetrahedron

Stereoselective preparation of spirane bridged, sandwiched bisarenes

M Rolandsgard, S Baldawi, D Sirbu, V Bjørnstad…

Index: Rolandsgard, Marit; Baldawi, Saad; Sirbu, Doina; Bjornstad, Vidar; Romming, Christian; Undheim, Kjell Tetrahedron, 2005 , vol. 61, # 16 p. 4129 - 4140

Full Text: HTML

Citation Number: 21

Abstract

Preparation of α-oxo derivatives of spiro [4.4] nonane, spiro [4.5] decane and spiro [5.5] undecane derivatives is described. An efficient method for spiroannulation by Rh (I)- catalysed intramolecular hydroacylation provides α, α′-difunctionalised spiro [4.5] decanes. The α, α′-dioxo groups have been converted into vinyl triflates for arylation by Pd-catalysed cross-coupling reactions under Stille, Negishi or Suzuki conditions depending on relative ...