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Titolo:
STUDIES DIRECTED TOWARD THE DESIGN OF CHIRAL ACYLATING AGENTS - THE UTILITY OF CHIRAL N-BENZOYLIMIDES IN ENANTIOSELECTIVE ALCOHOL ACYLATION
Autore:
EVANS DA; ANDERSON JC; TAYLOR MK;
Indirizzi:
HARVARD UNIV,DEPT CHEM CAMBRIDGE MA 02138
Titolo Testata:
Tetrahedron letters
fascicolo: 35, volume: 34, anno: 1993,
pagine: 5563 - 5566
SICI:
0040-4039(1993)34:35<5563:SDTTDO>2.0.ZU;2-D
Fonte:
ISI
Lingua:
ENG
Soggetto:
ORGANIC-SOLVENTS; ENZYMES; HYDROXYL;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
18
Recensione:
Indirizzi per estratti:
Citazione:
D.A. Evans et al., "STUDIES DIRECTED TOWARD THE DESIGN OF CHIRAL ACYLATING AGENTS - THE UTILITY OF CHIRAL N-BENZOYLIMIDES IN ENANTIOSELECTIVE ALCOHOL ACYLATION", Tetrahedron letters, 34(35), 1993, pp. 5563-5566

Abstract

N-benzoyl-4(S)-tert-butyl-2-oxazolidinone (1b) is found to be an efficient enantioselective acylating agent for aryl n-alkyl carbinols. Selective benzoylation of racemic aryl n-alkyl carbinols with kinetic selectivities of 20-30:1 for the (R) enantiomer is observed. The acylation process is promoted by formation of the derived magnesium alkoxides which may be accessed either from alcohol deprotonation with MeMgBr orthrough deprotonation with the Lewis acid-base combination of MgBr2/R3N.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 07/08/20 alle ore 21:08:16