Carane amino alcohols as organocatalysts in asymmetric aldol reaction of isatin with acetone


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Abstract

Carane-derived β-amino alcohols with amino and hydroxy groups at positions 3 and 4 differing in their mutual arrangement and configuration were synthesized. Their application as organocatalysts in the asymmetric aldol reaction of isatin with acetone allowed one to obtain adducts with up to 84% enantiomeric excess.

About the authors

O. A. Banina

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Author for correspondence.
Email: olga.ferolg.banina@mail.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167000

D. V. Sudarikov

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Email: olga.ferolg.banina@mail.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167000

A. G. Nigmatov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: olga.ferolg.banina@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

L. L. Frolova

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Email: olga.ferolg.banina@mail.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167000

P. A. Slepukhin

I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Email: olga.ferolg.banina@mail.ru
Russian Federation, 22 ul. S. Kovalevskoi, Ekaterinburg, 620219

S. G. Zlotin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: olga.ferolg.banina@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

A. V. Kutchin

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Email: olga.ferolg.banina@mail.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167000

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