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Titolo:
Unprecedented oxidation of a phenylglycinol-derived 2-pyridone: Enantioselective synthesis of polyhydroxypiperidines
Autore:
Amat, M; Llor, N; Huguet, M; Molins, E; Espinosa, E; Bosch, J;
Indirizzi:
Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain Univ Barcelona Barcelona Spain E-08028 hem Lab, E-08028 Barcelona, Spain Inst Ciencia Mat, CSIC, Cerdanyola Del Valles, Spain Inst Ciencia Mat Cerdanyola Del Valles Spain rdanyola Del Valles, Spain
Titolo Testata:
ORGANIC LETTERS
fascicolo: 21, volume: 3, anno: 2001,
pagine: 3257 - 3260
SICI:
1523-7060(20011018)3:21<3257:UOOAP2>2.0.ZU;2-8
Fonte:
ISI
Lingua:
ENG
Soggetto:
CHIRAL BICYCLIC LACTAMS; STEREOSELECTIVE SYNTHESIS; GLYCOSIDASE INHIBITORS; ASYMMETRIC ROUTES; PIPERIDINES; POTENT; DERIVATIVES; PRECURSORS; ANALOGS; AGENTS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
38
Recensione:
Indirizzi per estratti:
Indirizzo: Amat, M Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain Univ Barcelona Barcelona Spain E-08028 E-08028 Barcelona, Spain
Citazione:
M. Amat et al., "Unprecedented oxidation of a phenylglycinol-derived 2-pyridone: Enantioselective synthesis of polyhydroxypiperidines", ORG LETT, 3(21), 2001, pp. 3257-3260

Abstract

[GRAPHICS]The phenylglycinol-derived 2-pyridone 1 undergoes m-CPBA oxidation steroselectively leading to the chiral nonracemic unsaturated bicyclic hydroxylactam 2, from which the enantioselective synthesis of (3R,5R)-3,4,5-trihydroxypiperidine (16) and the formal synthesis of the azasugar epiisofagomine aredescribed. The enantioselective synthesis of (S)-N-Boc-3-hydroxypiperidineand (3R,4S)-3,4-dihydroxyplperidlne is also reported.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 23/01/20 alle ore 06:20:00