S. G. Zlotin, O. A. Banina, D. V. Sudarikov, A. A. Nigmatov, L. L. Frolova, A. V. Kutchin, “Asymmetric aldol reaction of isatins with acetone in the presence of terpene amino alcohols”, Mendeleev Commun., 2020, том 30, выпуск 2,страницы 147

Эта публикация цитируется в 7 статьях

Asymmetric aldol reaction of isatins with acetone in the presence of terpene amino alcohols

S. G. Zlotin^a, O. A. Banina^b, D. V. Sudarikov^b, A. A. Nigmatov^a, L. L. Frolova^b, A. V. Kutchin^b

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b Institute of Chemistry, Komi Science Center, Ural Branch of the Russian Academy of Sciences, Syktyvkar, Russian Federation

Аннотация: Asymmetric aldol reactions of isatin and 4,6-dibromoisatin with acetone are efficiently catalyzed by b-amino alcohols derived from a-pinene and 3-carene. The target compounds can be isolated by crystallization from toluene, which eliminates the need for using chromatography and makes the asymmetric synthesis of (R)-convolutamydine A (up to 94% ee and yield 75%) simple and convenient.

Ключевые слова: aldol reaction, b-amino alcohols, 3-carene, α-pinene, isatin, 4,6-dibromoisatin, convolutamydine A.

Язык публикации: английский

DOI: 10.1016/j.mencom.2020.03.005