Synfacts 2007(7): 0745-0745  
DOI: 10.1055/s-2007-968641
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Novel Non-Radical 1,4-Addition of Trialkylboranes to α,β-Unsaturated Esters

Contributor(s): Paul Knochel, Tobias Thaler
K. Hirano, H. Yorimitsu*, K. Oshima*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
22 June 2007 (online)

Significance

A 1,4-addition of trialkylboranes to α ,β-unsaturated esters has not been realizable so far. This is due to the fact that electro- and photochemical conditions were needed for an effective addition of the respective boranes. Under these conditions α,β-unsaturated esters undergo rapid radical polymerization. Therefore, this Ni(0)-catalyzed reaction represents a real advance.