A facile synthesis of 3 or 3,3′-substituted binaphthols and their applications in the asymmetric addition of diethylzinc to aldehydes

作者：Qun-Sheng Guo; Yong-Na Lu; Bing Liu; Jian Xiao; Jin-Shan Li

来源：Journal of Organometallic Chemistry, 2006, 691(6): 1282-1287.

DOI：10.1016/j.jorganchem.2005.12.042

• Lithiation
• BINOL
• Quinoline
• Asymmetric catalysis

By using a direct ortho-lithiation, the ligands (S)-3-methoxymethyl-1,1′-bi-2-naphthol [(S)-1], (S)-3,3′-bis(methoxymethyl)-1,1′-bi-2-naphthol [(S)-2], (S)-3-(quinolin-2-yl)-1,1′-bi-2-naphthol [(S)-3] and (S)-3,3′-bis(quinolin-2-yl)-1,1′-bi-2-naphthol [(S)-4] have been synthesized. (S)-1 and (S)-3 show moderate catalytic properties for the asymmetric diethylzinc addition to aromatic aldehydes.