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Titolo:
Regioselective synthesis of bridged azabicyclic compounds using radical translocation/cyclization reactions of 4-alkynyl-1-(o-iodobenzoyl)piperidines
Autore:
Sato, T; Okamoto, K; Nakano, Y; Uenishi, J; Ikeda, M;
Indirizzi:
Kyoto Pharmaceut Univ, Kyoto 6078412, Japan Kyoto Pharmaceut Univ Kyoto Japan 6078412 eut Univ, Kyoto 6078412, Japan
Titolo Testata:
HETEROCYCLES
fascicolo: 2, volume: 54, anno: 2001,
pagine: 747 -
SICI:
0385-5414(20010201)54:2<747:RSOBAC>2.0.ZU;2-S
Fonte:
ISI
Lingua:
ENG
Soggetto:
2-AZABICYCLO<3.3.1>NONANES; CYCLIZATION; ENTRY;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
18
Recensione:
Indirizzi per estratti:
Indirizzo: Sato, T Kyoto Pharmaceut Univ, Kyoto 6078412, Japan Kyoto Pharmaceut UnivKyoto Japan 6078412 , Kyoto 6078412, Japan
Citazione:
T. Sato et al., "Regioselective synthesis of bridged azabicyclic compounds using radical translocation/cyclization reactions of 4-alkynyl-1-(o-iodobenzoyl)piperidines", HETEROCYCLE, 54(2), 2001, pp. 747

Abstract

Bu3SnH-mediated radical translocation/cyclization reactions of 4-alkynyl- 1-(o-iodobenzoyl)piperidines were examined. The 4-[3-(trimethylsilyl)prop-2-ynyl]- (12) and 4-[4-(trimethylsilyl)but-3-ynyl]piperidine derivatives (16), upon treatment with Bu3SnH in the presence of azobisisobutyronitrile in boiling toluene, gave the isomeric 2-azabicyclo[3.2.1]octanes (17a,b) (34 and 51% yields, respectively) and 2-azabicyclo[3.3.1]nonane (morphan) (22) (20% yield as a diastereomeric mixture), respectively.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 06/04/20 alle ore 05:42:20