Copper-Free Synthesis of Skipped Diynes via Cross-Coupling Reactions of Alkynylalanes with Propargylic Electrophiles

Copper-Free Synthesis of Skipped Diynes via Cross-Coupling Reactions of Alkynylalanes with Propargylic Electrophiles

Alkynylalanes provide a new, copper-free route to skipped diynes when combined with propargylic electrophiles bearing an aluminum-complexing leaving group. The reaction is mild, efficient, and, in contrast to copper-mediated methods, highly regioselective.

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Bibliographic Details
Published in:Organic letters Vol. 8; no. 24; pp. 5629 - 5632
Main Authors: Kessabi, Jilali, Beaudegnies, Renaud, Jung, Pierre M. J, Martin, Benjamin, Montel, Florian, Wendeborn, Sebastian
Format: Journal Article
Language:English
Published: United States American Chemical Society 23-11-2006
Online Access:Get full text
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Description
Summary:Alkynylalanes provide a new, copper-free route to skipped diynes when combined with propargylic electrophiles bearing an aluminum-complexing leaving group. The reaction is mild, efficient, and, in contrast to copper-mediated methods, highly regioselective.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol0623769