Stereoselective cyclization of alkyl N-phthaloyl-4-bromoglutamates to cyclopropane derivatives / Krasnov VP,Koroleva MA,Matveeva TV,Zhdanova EA,Grishakov AN,Klyuev NA // RUSSIAN CHEMICAL BULLETIN. - 2001. - V. 50, l. 4. - P. 644-648.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

The kinetics of the reactions of alkyl N-phthaloyl-4-bromoglutamates with Et(3)N and KOH was investigated. The reactions proceed stereospecifically to form alkyl 1-phthalimidocyclopropane-r-1,t-2-dicarboxylates. In alcohols, the reactions are accompanied by transesterification. The concerted mechanism accounting for the stereospecificity of these reactions is proposed.

Author keywords:

glutamic acid; cyclopropane-1,2-dicarboxylic acid; transesterification; cyclization NUCLEOPHILIC-SUBSTITUTION; GLUTAMIC-ACID; 4-HALOGENATED DERIVATIVES; HALOGEN

DOI:

10.1023/A:1011356727378

Web of Science ID:

ISI:000170448600013

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	APR
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	NUCLEOPHILIC-SUBSTITUTION; GLUTAMIC-ACID; 4-HALOGENATED DERIVATIVES; HALOGEN
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	ca@ios.uran.ru kluyv@glasnet.ru
Number-of-Cited-References	11
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	462YU