Tetrahedron

Highly stereoselective syntheses of alkenylsilanes and germanes utilizing cyclobutyl ketones

T Fujiwara, K Sawabe, T Takeda

Index: Fujiwara, Tooru; Sawabe, Koichi; Takeda, Takeshi Tetrahedron, 1997 , vol. 53, # 25 p. 8349 - 8370

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Citation Number: 17

Abstract

(E)-Alkenylsilanes were synthesized with high stereoselectivity by the diastereoselective addition of the dimethylphenylsilyllithium to the trans-2-phenylthiocyclobutyl ketones and the Lewis acid-promoted stereospecific ring opening reactions of the resulting cyclobutanemethanol derivatives.(E)-1, 5-Disubstituted-1, 5-dienylsilanes and germanes were also produced stereoselectively by the similar zinc salt-catalyzed ring opening ...