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π-Face diastereoselection: Stereochemistry and reactivity of reduction reactions on conformationally rigid substrates: 5-X-adamantan-2-ones and trans-10-X-decal-2-ones

Titoloπ-Face diastereoselection: Stereochemistry and reactivity of reduction reactions on conformationally rigid substrates: 5-X-adamantan-2-ones and trans-10-X-decal-2-ones
Tipo di pubblicazioneArticolo su Rivista peer-reviewed
Anno di Pubblicazione2001
AutoriDi Maio, G., Innella Carolina, and Vecchi E.
RivistaTetrahedron
Volume57
Paginazione7403-7407
ISSN00404020
Parole chiaveadamantan 2 one derivative, aluminum lithium hydride, article, chemical reaction kinetics, chemical structure, conformational transition, decal 2 one derivative, diastereoisomer, enzyme substrate, ethylene oxide derivative, ketone derivative, lithium borohydride, measurement, priority journal, Reaction analysis, reagent, Reduction, sodium aluminum hydride, sodium borohydride, Stereochemistry, unclassified drug
Abstract

Stereochemistry and relative rates kax and keq of reduction reactions on title compounds have been measured under four different reaction conditions (NaBH4 in i-PrOH, LiBH4 and NaAlH4 in THF and LiAlH4 in Et2O). Reaction sensitivities show that the Group III element has a prominent role in determining the structure of the transition state shape. © 2001 Elsevier Science Ltd. All rights reserved.
Note

cited By 7
URLhttps://www.scopus.com/inward/record.uri?eid=2-s2.0-0035921111&doi=10.1016%2fS0040-4020%2801%2900705-0&partnerID=40&md5=cb60cecd68af03f89d95b1f0283dcecd
DOI10.1016/S0040-4020(01)00705-0
Citation KeyDiMaio20017403