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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

Rezensent(en):
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
CrossrefPubMedGoogle Scholar
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Publikationsverlauf

Publikationsdatum:
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.


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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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