期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 17, 页码 7817-7823出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01479
关键词
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资金
- 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]
Cooperative catalysis has been widely considered as one of the most powerful strategies to improve synthetic efficiency. A new iridium/copper cocatalyst was developed for the ring-opening reaction of oxabenzonorbornadienes with a wide variety of Grignard reagents, which afforded the corresponding anti-2-substituted 1,2-dihydronaphthalen-1-ols in high yields (up to 99% yield) under mild conditions. The effects of catalyst loading, Lewis acid, Grignard reagent loading, and reaction temperature on the yield were investigated. To the best of our knowledge, it represents the first example of ring-opening reactions of oxabicyclic alkenes with Grignard reagent nucleophiles in a trans-stereoselective manner.
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