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Synfacts 2016; 12(09): 0955
DOI: 10.1055/s-0035-1561874
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Direct Cross-Couplings of Propargylic Diols

Contributor(s):
Paul Knochel
,
Marthe Ketels
Green NJ, Willis AC, Sherburn MS * Australian National University, Canberra, Australia
Direct Cross-Couplings of Propargylic Diols.

Angew. Chem. Int. Ed. 2016;
55: 9244-9248
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Further Information

Publication History

Publication Date:
18 August 2016 (online)

 
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Key words

propargyl diols - boron - Suzuki–Miyaura coupling

Significance

The authors report a step-economical and functional group tolerant method for the synthesis of tetra-, penta-, and hexa-substituted 1,3-butadienes from underivatized propargylic diols and aryl or alkenyl boronic acids in moderate to high yields.


 

Comment

The reported method can be applied to remarkably short syntheses of highly substituted benzofulvenes and aryl indenes through treatment of the cross-coupled products with acid.


 

 


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