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Titolo:
ENANTIOCONTROL IN INTRAMOLECULAR CYCLOPROPANATION OF DIAZOKETONES - CONFORMATIONAL CONTROL OF METAL CARBENE ALIGNMENT
Autore:
DOYLE MP; EISMONT MY; ZHOU QL;
Indirizzi:
TRINITY UNIV SAN ANTONIO TX 78212 RUSSIAN ACAD SCI,ND ZELINSKII ORGAN CHEM INST MOSCOW 117913 RUSSIA E CHINA UNIV SCI & TECHNOL,INST FINE CHEM SHANGHAI 200237 PEOPLES R CHINA
Titolo Testata:
Russian chemical bulletin
fascicolo: 5, volume: 46, anno: 1997,
pagine: 955 - 958
SICI:
1066-5285(1997)46:5<955:EIICOD>2.0.ZU;2-W
Fonte:
ISI
Lingua:
ENG
Soggetto:
CARBON-HYDROGEN INSERTION; TRANSFORMATIONS; DIAZOACETATES; CATALYSTS; SKELETON;
Keywords:
DIAZO KETONES, ENANTIOSELECTIVE INTRAMOLECULAR CYCLOPROPANATION; CHIRAL DIRHODIUM(II) CARBOXAMIDATES; CHIRAL COPPER SEMICORRINS; CHIRAL COPPER BISOXAZOLINES; METAL CARBENES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
19
Recensione:
Indirizzi per estratti:
Citazione:
M.P. Doyle et al., "ENANTIOCONTROL IN INTRAMOLECULAR CYCLOPROPANATION OF DIAZOKETONES - CONFORMATIONAL CONTROL OF METAL CARBENE ALIGNMENT", Russian chemical bulletin, 46(5), 1997, pp. 955-958

Abstract

Diazo ketones with gamma or delta double bonds undergo catalytic intramolecular cyclopropanation. These reactions occur with high enantiocontrol when catalyzed by copper semicorrins and bis-oxazolines, but lowenantiocontrol characterizes reactions catalyzed by a broad selectionof chiral dirhodium(II) carboxamidates. The reverse stereocontrol occurs for intramolecular cyclopropanation of allylic and homoallylic diazoacetates and diazoacetamides. This divergence is explained by conformational control of carbonyl alignment (syn or anti to the metal) of the metal carbene intermediate.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/03/20 alle ore 23:40:09