Tetrahedron letters

Synthesis of tri-substituted vinyl boronates via ruthenium-catalyzed olefin cross-metathesis

C Morrill, TW Funk, RH Grubbs

Index: Morrill, Christie; Funk, Timothy W.; Grubbs, Robert H. Tetrahedron Letters, 2004 , vol. 45, # 41 p. 7733 - 7736

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Citation Number: 67

Abstract

Tri-substituted vinyl pinacol boronates, which are key reactive intermediates in a variety of transformations, are synthesized using ruthenium-catalyzed olefin cross-metathesis of α- substituted vinyl boronates and various alkenes. Cross-metathesis of 2-isopropenyl pinacol boronate proceeds with moderate yield and high Z-selectivity when sterically unhindered cross partners are used. Cross-metathesis of vinyl boronates that possess α-substitution ...