A new method for regioselective synthesis of .ALPHA.-substituted allylsilanes and its application to the synthesis of E- and Z-tagetones.

作者: Masahito Ochiai , Kenzo Sumi , Eiichi Fujita , Shinichi Tada

DOI: 10.1248/CPB.31.3346

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摘要: Sequential addition of lithium salt carbanion and tributylstannylmethyl iodide (3) to vinyl sulfone 2 afforded β-tributylstannyl sulfones 5, which gave substituted allylsilanes 1 in a regioselective manner by the smooth destannylsulfonation. Allylsilane 8 prepared Michael type isopropenyllithium was converted into tagetones (10).

参考文章(1)
C-N. Hsiao, H. Shechter, Practical synthesis of allylsilanes from 1-benzenesulfonyl-2-trimethylsilylethane Tetrahedron Letters. ,vol. 23, pp. 1963- 1966 ,(1982) , 10.1016/S0040-4039(00)87234-2