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Titolo:
TOTAL SYNTHESIS OF (+)-TAUTOMYCIN
Autore:
TSUBOI K; ICHIKAWA Y; JIANG YM; NAGANAWA A; ISOBE M;
Indirizzi:
NAGOYA UNIV,SCH AGR SCI,ORGAN CHEM LAB NAGOYA AICHI 46401 JAPAN NAGOYA UNIV,SCH AGR SCI,ORGAN CHEM LAB NAGOYA AICHI 46401 JAPAN
Titolo Testata:
Tetrahedron
fascicolo: 14, volume: 53, anno: 1997,
pagine: 5123 - 5142
SICI:
0040-4020(1997)53:14<5123:TSO(>2.0.ZU;2-F
Fonte:
ISI
Lingua:
ENG
Soggetto:
MALEIC-ANHYDRIDE SEGMENT; EFFICIENT MACROLACTONIZATION; NATURAL-PRODUCTS; CHIRAL SYNTHESIS; OKADAIC ACID; TAUTOMYCIN; DERIVATIVES; PROTEIN; ERYTHRONOLIDE; CONSTRUCTION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
36
Recensione:
Indirizzi per estratti:
Citazione:
K. Tsuboi et al., "TOTAL SYNTHESIS OF (+)-TAUTOMYCIN", Tetrahedron, 53(14), 1997, pp. 5123-5142

Abstract

The synthesis of Segment B/C corresponding to the C26 through to the C1 positions of tautomycin was achieved by coupling between Segment B (an epoxide) and Segment C (a sulfone carbanion) in the presence of boron trifluoride etherate (BF3 . OEt(2)). Two routes have been developed in esterification of Segment A with Segment B/C. The first route employed Segment A with furan moiety as masked maleic anhydride. In the second route, maleic anhydride as Segment A was directly used to accomplish the improved synthesis. Removal of the silyl protecting group with pyridinium poly(hydrogen fluoride) (HF-PB) at the final step completed the total synthesis of tautomycin. (C) 1997 Elsevier Science Ltd.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/07/20 alle ore 10:30:32