Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 44, Pages 15513-15516Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja509557j
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Funding
- National Basic Research Program of China (973 Program) [2012CB821600]
- Research Grants Council of the Hong Kong Special Administration Region [CUHK7/CRF/12G, 404011]
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Iridium catalyzed alkyne hydroboration with o-carborane cage B-H has been achieved, leading to the formation of a series of 4-B-alkenylated-o-carborane derivatives in high yields with excellent regioselectivity via direct B-H bond activation. In this reaction the carboxy group is used as a traceless directing group, which is removed during a one-pot process. After the confirmation of a key intermediate, a possible mechanism is proposed, involving a tandem sequence of Ir-mediated B-H activation, alkyne insertion, protonation, and decarboxylation.
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