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Synfacts 2007(1): 0068-0068
DOI: 10.1055/s-2006-955720
DOI: 10.1055/s-2006-955720
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Complementary Stereoselectivity in Pt-Catalyzed Silaboration of Alkenes
T. Ohmura, H. Furukawa, M. Suginome*
Kyoto University, Japan
Further Information
Publication History
Publication Date:
15 December 2006 (online)
Significance
The authors describe the stereoselective silaboration of alkenes catalyzed by platinum with phosphorus-containing ligands. Interestingly, phosphine ligands such as PCyPh2 gave high trans selectivity (up to 92:8 trans/cis), while phosphite ligands like 1 gave high cis selectivity (up to 6:94, trans/cis). The utility of the products was shown by the oxidation of the boryl substituent to the alcohol, as well as the sp2-sp3 Suzuki-Miyaura coupling with iodobenzene. Both the boryl and silyl group could also be oxidized under Tamao-Fleming conditions.