Formal [3 + 2] and [3 + 3] Additions of Acceptor-Substituted Cyclopropylmethylsilanes to Allenylsilanes

Formal [3 + 2] and [3 + 3] Additions of Acceptor-Substituted Cyclopropylmethylsilanes to Allenylsilanes

1,3-Dipolar synthons formed from vicinal TBDPS-substituted cyclopropyl alkyl/phenyl ketones on treatment with Lewis acids such as TiCl4 and Et2AlCl reacted with allenylsilanes to furnish [3 + 2] and [3 + 3] adducts with high regio- and stereocontrol.

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Veröffentlicht in:Organic letters 2004-11, Vol.6 (24), p.4495-4498
Hauptverfasser: Yadav, Veejendra K, Sriramurthy, Vardhineedi
Format: Artikel
Sprache:eng
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Zusammenfassung:1,3-Dipolar synthons formed from vicinal TBDPS-substituted cyclopropyl alkyl/phenyl ketones on treatment with Lewis acids such as TiCl4 and Et2AlCl reacted with allenylsilanes to furnish [3 + 2] and [3 + 3] adducts with high regio- and stereocontrol.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol047991w