Copper-catalyzed cycloisomerizations of 5-en-1-yn-3-ols

Organic Letters
Charles FehrHorst Sommer

Abstract

[reaction: see text] 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.

References

Jul 15, 2004·Journal of the American Chemical Society·Victor MamaneAlois Fürstner
Jul 15, 2004·Journal of the American Chemical Society·Youssef HarrakMax Malacria
Sep 2, 2004·Journal of the American Chemical Society·Michael R LuzungF Dean Toste
Dec 13, 2005·Angewandte Chemie·Shengming MaZhenhua Gu

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Citations

Sep 24, 2015·Organic & Biomolecular Chemistry·Nagarajan Ramkumar, Rajagopal Nagarajan
Jan 4, 2007·Chemistry : a European Journal·José Marco-Contelles, Elena Soriano
Mar 5, 2008·Chemistry : a European Journal·Benedikt Crone, Stefan F Kirsch
Apr 3, 2008·Angewandte Chemie·Véronique MicheletJean-Pierre Genêt
Apr 20, 2011·Chemistry : a European Journal·Charles FehrHorst Sommer
Mar 8, 2011·Chemistry : a European Journal·Charles FehrHorst Sommer
Aug 2, 2008·Organic Letters·Ke-Gong JiYong-Min Liang
Feb 10, 2009·Journal of the American Chemical Society·Itaru NakamuraMasahiro Terada
Jul 19, 2008·Chemical Reviews·Eloísa Jiménez-Núñez, Antonio M Echavarren
Dec 1, 2006·Organic Letters·Christiane M Grisé, Louis Barriault

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