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Synfacts 2006(8): 0830-0830
DOI: 10.1055/s-2006-942000
DOI: 10.1055/s-2006-942000
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Asymmetric Silaboration of Terminal Allenes
T. Ohmura, M. Suginome*
Kyoto University, Japan
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-942000-1.jpg)
Significance
β-Borylallylsilanes are useful allylation reagents, allowing an easy preparation of functionalized chiral alkenylboron derivatives. Especially interesting are methods allowing the synthesis of chiral borylallylsilanes, which may serve, for example, as building blocks for the enantioselective synthesis of complex natural products. The combination of a chiral silylborane derivative and a chiral Pd-catalyst gives rise to a highly stereoselective reaction even in the case of mismatched combinations. Chiral α- and β-alkoxy- and -silyloxyallenes are suitable substrates for the reaction. Some interesting stereoselective transformations of the products are also described.