Copper-Catalyzed Cycloisomerizations of 5-En-1-yn-3-ols

The Cu(I)-catalyzed cycloisomerization of tertiary 5-en-1-yn-3-ols with an 1,2-alkyl shift affords stereoselectively tri- and tetracyclic compounds of high molecular complexity. These results are in agreement with a mechanism in which the cyclopropanation precedes the rearrangement.

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Veröffentlicht in:Organic letters 2006-04, Vol.8 (9), p.1839-1841
Hauptverfasser: Fehr, Charles, Farris, Iris, Sommer, Horst
Format: Artikel
Sprache:eng
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Zusammenfassung:The Cu(I)-catalyzed cycloisomerization of tertiary 5-en-1-yn-3-ols with an 1,2-alkyl shift affords stereoselectively tri- and tetracyclic compounds of high molecular complexity. These results are in agreement with a mechanism in which the cyclopropanation precedes the rearrangement.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0603864