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Titolo:
PSEUDOENANTIOMERIC HETEROCONJUGATE ADDITION APPROACH FOR SYNTHESIS OFSPIRO SEGMENT OF TAUTOMYCIN
Autore:
JIANG YM; 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: 8, volume: 52, anno: 1996,
pagine: 2877 - 2892
SICI:
0040-4020(1996)52:8<2877:PHAAFS>2.0.ZU;2-4
Fonte:
ISI
Lingua:
ENG
Soggetto:
STEREOCONTROLLED TOTAL SYNTHESIS; MARINE TOXIC POLYETHERS; OKADAIC ACID; ACYCLIC STEREOCONTROL; ASYMMETRIC INDUCTION; HETERO-OLEFINS; SILYLACETYLENES; TEMPLATE; GLUCALS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
40
Recensione:
Indirizzi per estratti:
Citazione:
Y.M. Jiang e M. Isobe, "PSEUDOENANTIOMERIC HETEROCONJUGATE ADDITION APPROACH FOR SYNTHESIS OFSPIRO SEGMENT OF TAUTOMYCIN", Tetrahedron, 52(8), 1996, pp. 2877-2892

Abstract

A new synthetic method providing both enantiomers by heteroconjugate addition strategy is described for stereocontrolled synthesis of optically active compounds from D-sugar chirons. Preparation includes introduction of phenylthioacetylene, acidic epimerization via dicobalthexacarbonyl complex, hydrosilylation and oxidation. Addition of carbon nucleophiles to the heteroolefins extended at the C-1 position yields theproduct with high stereoselectivity. Mode of addition is switchable via alpha- or beta-chelation control.

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Documento generato il 29/10/20 alle ore 23:51:37