Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
Synthesis of over 30-membered giant ring compounds: Synthetic study of archaeal 36-and 72-membered macrocyclic membrane lipids
Autore:
Eguchi, T; Arakawa, K; Kakinuma, K;
Indirizzi:
Tokyo Inst Technol, Dept Chem & Mat Sci, Meguro Ku, Tokyo 1528551, Japan Tokyo Inst Technol Tokyo Japan 1528551 , Meguro Ku, Tokyo 1528551, Japan Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan Tokyo Inst Technol Tokyo Japan 1528551 , Meguro Ku, Tokyo 1528551, Japan
Titolo Testata:
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN
fascicolo: 9, volume: 57, anno: 1999,
pagine: 784 - 797
SICI:
0037-9980(199909)57:9<784:SOO3GR>2.0.ZU;2-1
Fonte:
ISI
Lingua:
JPN
Soggetto:
LOW-VALENT TITANIUM; OPENING METATHESIS POLYMERIZATION; OLEFIN METATHESIS; ALKYLIDENE COMPLEXES; TETRAETHER LIPIDS; CLOSING METATHESIS; ORGANIC-SYNTHESIS; AMPHOTERICIN-B; SYMBIOTIC DINOFLAGELLATE; ZOOXANTHELLATOXIN-A;
Keywords:
total synthesis; Archaea (Archaebacteria); macrocyclic compound; 36-membered diether lipid; 72-membered tetraether lipids; Glaser reaction; McMurry reaction; olefin metathesis reaction;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
72
Recensione:
Indirizzi per estratti:
Indirizzo: Eguchi, T Tokyo Inst Technol, Dept Chem & Mat Sci, Meguro Ku, Tokyo 1528551, Japan Tokyo Inst Technol Tokyo Japan 1528551 u, Tokyo 1528551, Japan
Citazione:
T. Eguchi et al., "Synthesis of over 30-membered giant ring compounds: Synthetic study of archaeal 36-and 72-membered macrocyclic membrane lipids", J SYN ORG J, 57(9), 1999, pp. 784-797

Abstract

Total synthesis of archaeal 36- and 72-membered macrocyclic membrane lipids and their model compounds using several methodologies are described. The first was the diacetylene coupling known as Glaser reaction for construction of macrocyclic phosphodiester model compounds. For the synthesis of archaeal macrocyclic membrane lipids, we made use of two methodologies for the macrocyclization. The ultimate intramolecular dicarbonyl coupling using low-valent titanium successfully provided the 36- and 72-membered macrocyclic compounds with 50-70% yield. In addition, a new and efficient approach to the macrocyclic lipids using olefin metathesis allowed us to successfully prepare both 36- and 72-membered compounds from the same precursor by using the proper conditions.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 30/03/20 alle ore 18:24:09