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… Aromatic Substitution on 1-Alkoxy-2-naphtoates with 1-Naphthyl Grignard Reagents. A Practical and Convenient Asymmetric Synthesis of 1, 1'-Binaphthyl-2- …

T Hattori, H Hotta, T Suzuki, S Miyano

文献索引:Hattori, Tetsutaro; Hotta, Hiroki; Suzuki, Takatsugu; Miyano, Sotaro Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 2 p. 613 - 622

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被引用次数: 66

摘要

1-Naphthyl Grignard reagents efficiently displace the 1-alkoxyl group of 1-alkoxy-2- naphthoic esters to provide an easy access to the corresponding 1, 1′-binaphthyl-2- carboxylates in excellent yields; isopropyl ester is bulky enough to prevent the Grignard addition to the ester carbonyl function. High levels of asymmetric induction (up to 98% optical yield) have been achieved in the joining of the two naphthalene rings by using 1-( ...