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. 2007 May 30;129(21):6692-3.
doi: 10.1021/ja0719430. Epub 2007 May 8.

Selectivity in the ruthenium-catalyzed alder ene reactions of di- and triynes

Eun Jin Cho  1 , Daesung Lee
Affiliations

Selectivity in the ruthenium-catalyzed alder ene reactions of di- and triynes

Eun Jin Cho et al. J Am Chem Soc. .

Abstract

Ruthenium-catalyzed Alder ene reactions between diynes and triynes with terminal alkenes gave the corresponding enynes and enediynes with high regio- and site-selectivity. The selectivity profile clearly indicates that one of the alkynyl moieties of 1,3-diynes not participating in the reaction determines the regiochemistry, whereas the interplay between steric hindrance and polar substituents at the propargylic sites determines the site-selectivity.

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Figures

Scheme 1
Scheme 1
Ruthenium-catalyzed Alder ene reaction of triynes.
See this image and copyright information in PMC

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