Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 18, Pages 5111-5115Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700946
Keywords
alkenes; boron; chemoselectivity; cross-coupling; synthetic methods
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Funding
- National Science Foundation [CHE-1414458]
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A substrate-assisted diboration of alkynamides using the unsymmetrical pinacolato-1,8-diaminonaphthalenato diboron (pinBBdan) is described. The transition-metal-free reaction proceeds in a regio- and stereoselective fashion to exclusively afford trans-vinyldiboronates in good to excellent yields. Notably, Bdan and Bpin are installed on the a-and bcarbon atoms, respectively.
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