Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
Efficient ruthenium-catalysed synthesis of 3-hydrosy-1-propen-1-yl benzoates: En route to an improved isomerization of 2-propyn-1-ols into alpha,beta-unsaturated aldehydes
Autore:
Picquet, M; Fernandez, A; Bruneau, C; Dixneuf, PH;
Indirizzi:
Univ Rennes, UMR 6509, CNRS, F-35042 Rennes, France Univ Rennes Rennes France F-35042 UMR 6509, CNRS, F-35042 Rennes, France
Titolo Testata:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
fascicolo: 13, , anno: 2000,
pagine: 2361 - 2366
SICI:
1434-193X(200007):13<2361:ERSO3B>2.0.ZU;2-M
Fonte:
ISI
Lingua:
ENG
Soggetto:
CARBOXYLIC-ACIDS; TERMINAL ALKYNES; ESTERS; REARRANGEMENT; ALCOHOLS; TRANSFORMATIONS;
Keywords:
ruthenium; anti-Markovnikov addition; alkynes; alcohols; 3-hydroxy enol esters; aldehydes;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
27
Recensione:
Indirizzi per estratti:
Indirizzo: Bruneau, C Univ Rennes, UMR 6509, CNRS, Campus Beaulieu, F-35042 Rennes, France Univ Rennes Campus Beaulieu Rennes France F-35042 nnes, France
Citazione:
M. Picquet et al., "Efficient ruthenium-catalysed synthesis of 3-hydrosy-1-propen-1-yl benzoates: En route to an improved isomerization of 2-propyn-1-ols into alpha,beta-unsaturated aldehydes", EUR J ORG C, (13), 2000, pp. 2361-2366

Abstract

A two-step ruthenium(II) and acid-catalysed one-pot selective transformation of 2-propyn-1-ols into alpha,beta-unsaturated aldehydes has been developed. The complex [(dppe)Ru(n(3)-CH2C(Me)CH2)(2)] (dppe = Ph2PCH2CH2PPh2) is an efficient precatalyst for the anti-Markovnikov addition of benzoic acid to 2-propyn-1-ols with the formation of 3-hydroxy-1-propen-1-yl benzoates in good yields. The latter readily undergo rapid transformation into alpha,beta-unsaturated aldehydes on treatment with a catalytic amount of an acid such as PTSA or HBF4 at room temperature.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 27/11/20 alle ore 02:08:10