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Synfacts 2014; 10(9): 0969
DOI: 10.1055/s-0034-1378970
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Allenyl Boronates by Pd/Cu Catalysis

Contributor(s):
Paul Knochel
,
Diana Haas
Zhao TS. N, Yang Y, Lessing T, Szabó KJ * Stockholm University, Sweden
Borylation of Propargylic Substrates by Bimetallic Catalysis. Synthesis of Allenyl, Propargylic, and Butadienyl Bpin Derivatives.

J. Am. Chem. Soc. 2014;
136: 7563-7566
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Further Information

Publication History

Publication Date:
18 August 2014 (online)

 
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Key words

bimetallic systems - borylation - allenes

Significance

Szabó and co-workers report a borylation of propargylic alcohol derivatives under mild conditions using a Pd/Cu bimetallic system. The desired allenyl boronate derivatives are obtained in up to excellent yields.


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Comment

The authors also show the synthesis of diborylated butadienes by transformation of propargylic epoxides in 19–94% yield. The reaction proceeds at room temperature and mainly provides one stereoisomer.


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