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Titolo:
ELECTROCHEMICAL GENERATION AND CYCLOADDIT ION REACTION OF UNSTABLE INTERMEDIATES IN HYDROPHOBIC FIELDS
Autore:
CHIBA K; TADA M;
Indirizzi:
TOKYO UNIV AGR & TECHNOL,BIOORGAN CHEM LAB,3-5-8 SAIWAICHO FUCHU TOKYO 183 JAPAN
Titolo Testata:
Yuki Gosei Kagaku Kyokaishi
fascicolo: 8, volume: 54, anno: 1996,
pagine: 686 - 695
SICI:
0037-9980(1996)54:8<686:EGACIR>2.0.ZU;2-Q
Fonte:
ISI
Lingua:
JPN
Soggetto:
DIELS-ALDER REACTIONS; FREE FATTY-ACIDS; GRANULATION-INHIBITING PRINCIPLES; NUCLEAR-MAGNETIC-RESONANCE; EUCALYPTUS-GLOBULUS LABILL; PERCHLORATE-DIETHYL-ETHER; ORTHO-QUINONE METHIDES; INTERFACIAL ADSORPTIVITY; LEWIS ACID; EMULSION STABILITY;
Keywords:
ELECTROCHEMICAL OXIDATION; HETERO DIELS-ALDER REACTION; QUINONE; O-QUINONE METHIDES; CYCLOADDITION; PTFE; LITHIUM PERCHLORATE; MICELLE; NITROMETHANE; TEFLON;
Tipo documento:
Review
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
33
Recensione:
Indirizzi per estratti:
Citazione:
K. Chiba e M. Tada, "ELECTROCHEMICAL GENERATION AND CYCLOADDIT ION REACTION OF UNSTABLE INTERMEDIATES IN HYDROPHOBIC FIELDS", Yuki Gosei Kagaku Kyokaishi, 54(8), 1996, pp. 686-695

Abstract

Unstable intermediates were generated in situ by electrochemical oxidation oi phenolic compounds to give varied cycloadducts with dienes oralkenes by using hydrophobic fields in the reaction system. In an aqueous medium, Diels-Alder reactions of quinones and dienes were markedly prometed in the presence of sodium dodecylsulfate (SDS). Electrochemical generation of unstable quinones and subsequent cycloaddition reactions with varied dienes were mediated by SDS micelle. These electrolytic reactions were also accomplished in a conductive lithium perchlorate/nitromethane system in which Diels-Alder reactions were highly promoted, In this non-aqueous reaction system, electrochemical generation and cycloaddition reactions of a-quinone methides and unactivated alkenes were also successful to give chroman and spirochroman skeletons which have been proven to be difficult to yield in usual methods. The electrolysis in the lithium perchlorate/nitromethane system was further applied to the proposed biomimetic cycloaddition of o-quinone methidesand terpenes to give natural euglobal skeletons.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 01/10/20 alle ore 03:47:31