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2005
Organo-boron compounds
S 0040
Synthesis of Tri-Substituted Vinyl Boronates via Ruthenium-Catalyzed Olefin
— Tri-substituted vinyl boronates (III), (V) and (VIII), which are
04- 178 Cross-Metathesis.
key intermediates in a variety of transformations, are prepared by olefin cross-metathesis of α-substituted vinyl boronates and various alkenes using Grubbs second generation catalyst. Cross-metathesis of 2-isopropenyl pinacol boronate (I) proceeds with
moderate yield and high Z-selectivity when sterically unhindered cross partners are
used. Cross-metathesis of vinyl boronates that possess α-substitution larger than a methyl group is also achieved. Yield and Z-selectivity are lower in these cases. —
(MORRILL, C.; FUNK, T. W.; GRUBBS*, R. H.; Tetrahedron Lett. 45 (2004) 41,
7733-7736; Div. Chem., Calif. Inst. Technol., Pasadena, CA 91125, USA; Eng.) —
M. Paetzel
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