Highly stereoselective syntheses of alkenylsilanes and germanes utilizing cyclobutyl ketones
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Add time:09/29/2019 Source:sciencedirect.com
(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 reaction of α-dimethylphenylsilyl- or α-triethylgermyl-1-⦜2-(trimethylsilyl-methyl)cyclobutane]methanol derivatives.
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