Economical Synthesis of α-Amino Acids from a Novel Family of Easily Available Schiff Bases of Glycine Esters and 2-Hydroxybenzophenone

We report a novel, efficient, and easily prepared substrate/precursor family of Schiff bases of various glycine esters with 2-hydroxybenzophenone, and their use for the synthesis of amino acids in quantitative yields. The Michael addition of the substrates to methyl acrylate gave two different types of product (cyclic or chain), depending on the nature of the base. Also, we demonstrated that one of the new substrates could be involved in an asymmetric version of the alkylation reaction (70% ee). © 2018 Georg Thieme Verlag KG Stuttgart · New York.

Авторы
Gugkaeva Z.T.1 , Larionov V.A. 1, 2 , Moskalenko M.A.1 , Khrustalev V.N. 2 , Nelyubina Y.V.1 , Peregudov A.S.1 , Tsaloev A.T.3 , Maleev V.I.1 , Belokon Y.N.1
Журнал
Номер выпуска
3
Язык
Английский
Страницы
607-616
Статус
Опубликовано
Номер
ss-2017-t0583-op
Том
50
Год
2018
Организации
  • 1 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street, Moscow, 119991, Russian Federation
  • 2 Department of Inorganic Chemistry, People's Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
  • 3 Chemical Diversity Research Institute, 2a Rabochaya Street, Khimki, Moscow Region, 141400, Russian Federation
Ключевые слова
amino acids; asymmetric alkylation; hydroxybenzophenone; Michael addition; Schiff bases
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/6874/
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