Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 11, Pages 4744-4750Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00667
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Funding
- National Natural Science Foundation of China [21172081, 21372090]
- Natural Science Foundation of Guangdong Province [S2013020013091]
- City of Guangzhou Science and Technology Plan Projects [156300018]
- Graduate Student Research and Innovation Foundation of South China Normal University [2015lkxm32]
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Palladium-catalyzed syn-stereocontrolled ring opening reactions of oxabenzonorbornadienes with a wide range of sodium arylsulfinates were investigated, affording the desired products in good to excellent yields under an air atmosphere. This protocol provides a low-cost new viable and convenient method toward the synthesis of cis-2-aryl-1,2-dihydronaphthalen-1-ol with good functional group tolerance. In addition, the cis configuration of 3da was established by X-ray diffraction analysis, and a plausible mechanism, for the ring opening reaction was proposed.
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