Journal
ORGANIC LETTERS
Volume 20, Issue 7, Pages 2104-2107Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00665
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Funding
- National Research Foundation of Korea (NRF) grants - Korean government (MEST) [2016R1A2B4011719, 2016R1A4A1011451]
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An efficient, catalytic method for accessing tetrasubstituted enynylboronates has been established via copper-catalyzed chemo-, regio-, and stereoselective borylalkynylation of internal alkynes. In this protocol, a range of symmetrical and unsymmetrical internal alkynes with aryl, heteroaryl, and alkyl substituents afforded fully substituted enynylboron compounds in good yields and with high levels of regio- and stereoselectivity, up to a ratio of > 20:1. The enynylboron products could be further utilized in transforming the C-B bond into C-C bonds by coupling reactions.
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