TRÁVNÍČEK, Martin, Milan POTÁČEK and Albrecht MANNSCHRECK. Stereochemistry of 1,3-dipolar Cycloaddition Reaction of Azomethine Ylides Derived from N-alkyl-N-(4-toluenesulfonyl)carbamoylmethyl phenanthridinium with Olefinic Dipolarophiles. Heterocyclic Communications. London: Freund Publishing House, 2001, vol. 2001, No 3, p. 213-222. ISSN 0793-0283.
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Basic information
Original name Stereochemistry of 1,3-dipolar Cycloaddition Reaction of Azomethine Ylides Derived from N-alkyl-N-(4-toluenesulfonyl)carbamoylmethyl phenanthridinium with Olefinic Dipolarophiles.
Authors TRÁVNÍČEK, Martin, Milan POTÁČEK and Albrecht MANNSCHRECK.
Edition Heterocyclic Communications, London, Freund Publishing House, 2001, 0793-0283.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
Impact factor Impact factor: 0.352
RIV identification code RIV/00216224:14310/01:00004752
Organization unit Faculty of Science
Keywords in English Stereochemistry; 1;3-dipolar cycloaddition; azomethine ylide; carbamoylmethylphenanthridinium; olefinic dipolarophiles
Tags 1, 3-dipolar cycloaddition, azomethine ylide, carbamoylmethylphenanthridinium, olefinic dipolarophiles, stereochemistry
Changed by Changed by: prof. RNDr. Milan Potáček, CSc., učo 638. Changed: 26/11/2001 13:46.
Abstract
A series of prepared N-alkyl-N-(p-toluenesulfonyl) bromoacetamides afforded with phenanthridine quarternary phenanthridinium salts. These when treated with triethylamine in dichloromethane form azomethine ylides that undergo cyclization reaction with present activated olefinic double bond. This way pyrrolidino[1,2-f]phenanthridines can be obtained. Their stereochemistry was studied. Some of them were separated on non-racemic cellulose based sorbents with CD detection.
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MSM 143100011, plan (intention)Name: Struktura a vazebné poměry, vlastnosti a analýza syntetických a přírodních molekulových ansamblů
Investor: Ministry of Education, Youth and Sports of the CR, Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles
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