Stereoselective synthesis of silacyclohexanols by silicon tethered Type II ene cyclisation

Vinyl silane precursors for intramolecular ene reaction were prepared either by sequential organometallic substitution of appropriate silyl halides or by ring opening of oxasilacyclopentanes with 2-propenyllithium. The oxasilacyclopentane intermediates were prepared by free-radical cyclisation, intr...

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Λεπτομέρειες βιβλιογραφικής εγγραφής
Κύριοι συγγραφείς: Robertson, J, O'Connor, G, Sardharwala, T, Middleton, D
Μορφή: Journal article
Γλώσσα:English
Έκδοση: 2000
Περιγραφή
Περίληψη:Vinyl silane precursors for intramolecular ene reaction were prepared either by sequential organometallic substitution of appropriate silyl halides or by ring opening of oxasilacyclopentanes with 2-propenyllithium. The oxasilacyclopentane intermediates were prepared by free-radical cyclisation, intramolecular hydrosilylation, or intramolecular Diels-Alder reaction. Treatment of the ene precursors with methylaluminium dichloride resulted in the formation of silacyclohexanols with high stereoselectivity. (C) 2000 Elsevier Science Ltd.