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Titolo:
Total synthesis of aspirin-triggered 15-epi-lipoxin A(4)
Autore:
Rodriguez, AR; Spur, BW;
Indirizzi:
Univ Med & Dent New Jersey, Dept Cell Biol, SOM, Stratford, NJ 08084 USA Univ Med & Dent New Jersey Stratford NJ USA 08084 Stratford, NJ 08084 USA
Titolo Testata:
TETRAHEDRON LETTERS
fascicolo: 35, volume: 42, anno: 2001,
pagine: 6057 - 6060
SICI:
0040-4039(20010827)42:35<6057:TSOA1A>2.0.ZU;2-3
Fonte:
ISI
Lingua:
ENG
Soggetto:
STEREOCONTROLLED TOTAL SYNTHESIS; LEUCYL-L-PHENYLALANINE; HUMAN-NEUTROPHILS; LIPOXIN-A; STABLE ANALOGS; ACID; RESPONSES; OXIDATION; ALCOHOLS; ETHERS;
Keywords:
palladium catalyst; eicosanoids; Katsuki Sharpless reactions; reduction;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
31
Recensione:
Indirizzi per estratti:
Indirizzo: Spur, BW Univ Med & Dent New Jersey, Dept Cell Biol, SOM, Stratford, NJ 08084 USA Univ Med & Dent New Jersey Stratford NJ USA 08084 , NJ 08084 USA
Citazione:
A.R. Rodriguez e B.W. Spur, "Total synthesis of aspirin-triggered 15-epi-lipoxin A(4)", TETRAHEDR L, 42(35), 2001, pp. 6057-6060

Abstract

The total synthesis of aspirin-triggered 15-epi-LXA(4) has been achieved using a chiral pool strategy for the C1-C12 fragment starting from 2-deoxy-D-ribose. Sharpless catalytic AE generated the C15 chiral center with > 98% ee. The stereospecific (Z)-reduction of the conjugated trienyne to the tetraene was achieved with Zn(Cu, Ag) in aq. CH3OH at aq. (C) 2001 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/03/20 alle ore 12:09:04