Lithium Binaphtholate-Catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds
Shunsuke Kotani, Kenji Kukita, Kana Tanaka, Tomonori Ichibakase and Makoto Nakajima*
*Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Chuo-ku, Kumamoto 862-0973, Japan, Email: nakajimagpo.kumamoto-u.ac.jp
S. Kotani, K. Kukita, K. Tanaka, T. Ichibakase, M. Nakajima, J. Org. Chem., 2014, 79, 4817-4825.
DOI: 10.1021/jo5005394 (free Supporting Information)
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In an asymmetric addition of lithium acetylides to carbonyl compounds in the presence of a chiral lithium binaphtholate catalyst, slow addition of the carbonyl compound improved the enantioselectivity. This reaction afforded diverse chiral secondary and tertiary propargylic alcohols in high yields and with good to high enantioselectivities.
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