JOURNAL ARTICLE

A Regioselective Ru-Catalyzed Alkene−Alkyne Coupling

Barry M. TrostMichelle R. MachacekMatthew Schnaderbeck

Year: 2000 Journal:   Organic Letters Vol: 2 (12)Pages: 1761-1764   Publisher: American Chemical Society

Abstract

[reaction: see text] The reaction of silylalkynes and terminal alkenes proceeds with complete control of regioselectivity by the silyl substituent to give geometrically defined vinylsilanes. Since terminal alkynes normally give mixtures, protodesilylation of these adducts then constitutes a regioselective addition of terminal alkynes to terminal alkenes.

Keywords:
Regioselectivity Alkyne Chemistry Alkene Substituent Terminal (telecommunication) Catalysis Adduct Silylation Coupling (piping) Medicinal chemistry Stereochemistry Organic chemistry

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Citation History

Topics

Catalytic Alkyne Reactions
Physical Sciences →  Chemistry →  Organic Chemistry
Synthetic Organic Chemistry Methods
Physical Sciences →  Chemistry →  Organic Chemistry
Catalytic Cross-Coupling Reactions
Physical Sciences →  Chemistry →  Organic Chemistry
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