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Titolo:
AMINOSILANES IN ORGANIC-SYNTHESIS - HYDROSTANNATION OF N,N-BIS(TRIMETHYLSILYL)PROPARGYLAMINE - FACILE AND SELECTIVE ROUTES TO (E)-ALLYLIC AMINES
Autore:
CORRIU RJP; BOLIN G; MOREAU JJE;
Indirizzi:
UNIV MONTPELLIER 2 SCI & TECH LANGUEDOC,DEPT CHIM ORGAN FINE,CNRS F-34095 MONTPELLIER 05 FRANCE UNIV MONTPELLIER 2 SCI & TECH LANGUEDOC,DEPT CHIM ORGAN FINE,CNRS F-34095 MONTPELLIER 05 FRANCE
Titolo Testata:
Bulletin de la Societe chimique de France
fascicolo: 3, volume: 130, anno: 1993,
pagine: 273 - 280
SICI:
0037-8968(1993)130:3<273:AIO-HO>2.0.ZU;2-R
Fonte:
ISI
Lingua:
ENG
Soggetto:
BENZOSTABASE PROTECTING GROUP; PRIMARY ALLYLIC AMINES; SI-N BONDS; N,N-BIS(SILYL) ENAMINES; ALLYLAMINE DERIVATIVES; TRIBUTYLTIN HYDRIDE; SILYLAMINES; REAGENTS; ACCESS; ACID;
Keywords:
SILYLAMINES; PROPARGYLAMINES; HYDROSTANNATION; VINYLTIN; VINYL LITHIUM; (E)-ALLYLAMINES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
73
Recensione:
Indirizzi per estratti:
Citazione:
R.J.P. Corriu et al., "AMINOSILANES IN ORGANIC-SYNTHESIS - HYDROSTANNATION OF N,N-BIS(TRIMETHYLSILYL)PROPARGYLAMINE - FACILE AND SELECTIVE ROUTES TO (E)-ALLYLIC AMINES", Bulletin de la Societe chimique de France, 130(3), 1993, pp. 273-280

Abstract

The addition of tributyl tin hydride to N,N-bis(trimethylsilyl)propargylamine yielded utylstannyl-3-[bis(trimethylsilyl)amino]prop-1-ene 2 in 90% yield and 96% stereochemical purity. The functional vinyl tin reagent 2 was shown to give short and selective access to primary allylic amines. The reactions of 2 with aryl and vinyl bromides in the presence of a palladium catalyst gave substituted E-allylic amines in highyields. The reaction of 2 with butyl lithium yielded E-gamma-[bis(trimethylsilyl)amino]vinyl lithium from which selective access to E-allylic amines was obtained.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 25/09/20 alle ore 07:11:30