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Titolo:
RHENIUM COMPOUNDS IN ORGANIC-SYNTHESIS
Autore:
KUSAMA H; NARASAKA K;
Indirizzi:
TOKYO INST TECHNOL,DEPT CHEM,MEGURO KU,OOKAYAMA 2-12-1 TOKYO 152 JAPAN UNIV TOKYO,GRAD SCH SCI,DEPT CHEM,BUNKYO KU TOKYO 113 JAPAN
Titolo Testata:
Yuki Gosei Kagaku Kyokaishi
fascicolo: 8, volume: 54, anno: 1996,
pagine: 644 - 653
SICI:
0037-9980(1996)54:8<644:RCIO>2.0.ZU;2-K
Fonte:
ISI
Lingua:
JPN
Soggetto:
MAIN-GROUP ELEMENTS; TRANSITION-METAL AUXILIARY; ALPHA-ACETYLENIC ALCOHOLS; PARA-TOLUENESULFONIC ACID; HYDROGEN-PEROXIDE; MULTIPLE BONDS; TETRABUTYLAMMONIUM PERRHENATE(VII); BECKMANN REARRANGEMENT; TRIFLUOROMETHANESULFONIC ACID; ENANTIOSELECTIVE SYNTHESES;
Keywords:
METHYLTRIOXORHENIUM; OXIDATION; TETRABUTYLAMMONIUM PERRHENATE; ALLYLIC REARRANGEMENT; BECKMANN REARRANGEMENT; QUINOLINE; CHIRAL RHENIUM COMPLEX; ASYMMETRIC HYDROCYANATION; ASYMMETRIC ALKYLATION; BROMOPENTACARBONYLRHENIUM;
Tipo documento:
Review
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
52
Recensione:
Indirizzi per estratti:
Citazione:
H. Kusama e K. Narasaka, "RHENIUM COMPOUNDS IN ORGANIC-SYNTHESIS", Yuki Gosei Kagaku Kyokaishi, 54(8), 1996, pp. 644-653

Abstract

Application of rhenium complexes to organic synthesis has progressed rapidly in 1990's. In this review are summarized the recent advances in synthetic reactions catalyzed or promoted by rhenium complexes. In the first half were described the reactions with high valent rhenium-oxo species. Methyltrioxorhenium catalytically promotes the oxidation ofolefins, aromatic rings, and hetero atoms with hydrogen peroxide. Thecombined use of tetrabutylammonium perrhenate and a Bronsted acid catalyzes the 1,3-rearrangement of allylic alcohols, the Beckmann rearrangement, and the cyclization of benzylacetone oxime derivatives, In thelatter half, low valent rhenium-catalyzed reactions were summarized. A chiral. rhenium cationic compound readily forms the complexes with olefins and carbonyl compounds in high enantiofacial selectivity. The asymmetric hydrocyanation of aldehydes and the alkylation of quinolinesor isoquinolines are developed by diastereoselective addition of nucleophiles to these chiral complexes. Bromopentacarbonylrhonium acts as an efficient Lewis acid, realizing the catalytic Friedel-Crafts acylation of arenes with acyl chloride.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 18/11/17 alle ore 05:52:30