Trimethylsilyl triflate mediated new carbon-carbon bond forming reactions between benzyl diphenylphosphinates and organosilicon compounds

Chemistry Letters

Volumn 34, Issue 6, 2005, Pages 756-757

  Kobashi, Yohei ^a,b   Minowa, Tomofumi ^a,b   Mukaiyama, Teruaki ^a,b  

^a KITASATO INSTITUTE   (Japan)

^b KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 23944456379     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.756     Document Type: Article

References (14)

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11. Y. Kobashi, T. Minowa, and T. Mukaiyama, Chem. Lett., 33, 1326 (2004).
12. It is difficult to use benzyl diphenylphosphinate, a simpler benzyl derivative, because the products are often volatile.
13. Allyltrimethylsilane derivatives react with benzyl diphenylphosphinates at its γ-position because thus formed carbocation intermediate is stabilized by hyperconjugation of β-silicon atom.
14. Benzyl diphenylphosphinate was prepared according to the reported procedure and purified by silica gel chromatography. K. Goda, R. Okazaki, K. Akiba, and N. Inamoto, Bull. Chem. Soc. Jpn., 51, 260 (1978).