Synthesis and Reactivity of Silyl Vinylketenes:  A Formal Interrupted Dötz Benzannulation with Unexpected Silyl Migration

An efficient method for the generation of silyl vinylketenes from the thermal reaction of Fischer carbene complexes with silyl-substituted phenylacetylenes is described. Although the silyl vinylketene products are highly stable, conditions have been identified to induce a benzannulation/silyl migrat...

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Veröffentlicht in:Organic letters 2001-10, Vol.3 (21), p.3389-3391
Hauptverfasser: Moser, William H, Sun, Liangdong, Huffman, John C
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient method for the generation of silyl vinylketenes from the thermal reaction of Fischer carbene complexes with silyl-substituted phenylacetylenes is described. Although the silyl vinylketene products are highly stable, conditions have been identified to induce a benzannulation/silyl migration process, providing aromatic silyl ethers.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016615y