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Copper(I)‐Catalyzed Regioselective Monoborylation of 1,3‐Enynes with an Internal Triple Bond: Selective Synthesis of 1,3‐Dienylboronates and 3‐Alkynylboronates

2011; Wiley; Volume: 50; Issue: 12 Linguagem: Inglês

10.1002/anie.201007182

1521-3773

Yusuke Sasaki, Yuko Horita, Chongmin Zhong, Masaya Sawamura, Hajime Ito,

Catalytic C–H Functionalization Methods

Hooray for hydroboration! The products afforded by the title reaction depend on the substitution pattern on the double bond moiety of 1,3-enyne substrates (see scheme). These types of products, either 1,3-dienylboronates or 3-alkynylboronates, are difficult to obtain by other methods. Interestingly, ligand-controlled borylation was observed with high selectivity in some cases. pin=pinacolato, THF=tetrahydrofuran. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.