Journal
ORGANIC LETTERS
Volume 16, Issue 13, Pages 3596-3599Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol5016724
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Funding
- NSF
- NIH [NSF CHE0421224, CHE 1229234, CHE0840401, NIH P20 GM103541, S10 RR02692]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1229234] Funding Source: National Science Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1151364] Funding Source: National Science Foundation
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We have developed an enantiospecific, nickel-catalyzed cross-coupling of unsymmetric 1,3-disubstituted allylic pivalates with arylboroxines. The success of this reaction relies on the use of BnPPh2 as a supporting ligand for the nickel(0) catalyst and NaOMe as a base. This method shows excellent functional group tolerance and broad scope in both the allylic pivalate and arylboroxine, enabling the preparation of 1,3-diaryl allylic products in high yields with excellent levels of regioselectivity and stereochemical fidelity.
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