Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
SUGAR ACETYLENE FOR NEW STEREOCONTROLLED SYNTHESIS
Autore:
ISOBE M;
Indirizzi:
NAGOYA UNIV,SCH AGR SCI,ORGAN CHEM LAB,CHIKUSA KU NAGOYA AICHI 46401 JAPAN
Titolo Testata:
Yuki Gosei Kagaku Kyokaishi
fascicolo: 11, volume: 52, anno: 1994,
pagine: 968 - 979
SICI:
0037-9980(1994)52:11<968:SAFNSS>2.0.ZU;2-S
Fonte:
ISI
Lingua:
ENG
Soggetto:
DIASTEREOSELECTIVE HETEROCONJUGATE ADDITION; MARINE TOXIC POLYETHERS; ASYMMETRIC-SYNTHESIS; ACYCLIC STEREOCONTROL; HETERO-OLEFINS; OKADAIC ACID; SILYLACETYLENES; TAUTOMYCIN; STRATEGY; TEMPLATE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
32
Recensione:
Indirizzi per estratti:
Citazione:
M. Isobe, "SUGAR ACETYLENE FOR NEW STEREOCONTROLLED SYNTHESIS", Yuki Gosei Kagaku Kyokaishi, 52(11), 1994, pp. 968-979

Abstract

C-Glycosidation is of great significance since it contains the introduction of carbon chains to sugar chirons or sugar nuclei as chiral pools. Silylacetylenes are sufficiently reactive to form sugar acetylenesfor the selective introduction of acetylenic groups to sugar rings Bis-C-glycosidation allows introduction of two sugars at both ends of a bis(trimethylsilyl)acetylene. A 2,3-dideoxyglucose derivative providedthe corresponding C-1 alpha acetylenic compounds, which would increase the scope of C-glycosidation with silylacetylenes. An alkynyl group attached to the anomeric position of a pyranose ring was epimerized through a dicobalthexacarbonyl complex by treatment with trifluoromethane sulfonic acid. Three steps involving cobalt complexation, acidic transformation and decomplexation afforded overall epimerization and thusprompted us to provide either the alpha or beta alkynyl C-glycoside as desired. Ring opening of a dihydropyran derivative using Nicholas-type cation intermediates was also an accomplished part of this study.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 14/08/20 alle ore 08:23:10