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Title: Alternative access to functionalized 2,8-ethanonoradamantane derivatives
Author: Camps García, Pelayo
Gómez Nadal, Tània
Otermin Esteras, Ane
Font Bardia, Ma. Mercedes
Keywords: Síntesi orgànica
Compostos policíclics
Difracció de raigs X
Organic synthesis
Polycyclic compounds
X-rays diffraction
Issue Date: 31-May-2017
Publisher: MDPI
Abstract: 7a-(Methoxycarbonyl)-N-methyl-1,3a,5,6,7,7a-hexahydro-4H-1,4,6-(epiethane[1,1,2]triyl) indene-4,9-dicarboximide has been prepared through a modification of a previous synthetic sequence, in which the benzyloxymethyl hydroxyl protecting group has been replaced by methoxymethyl, to avoid the apparent formation of a benzyl ester derivative as a side product. The overall yield of the new synthetic sequence is comparable to the previous one. Two advantages of the new procedure are: (a) no benzyl ester was formed and (b) a stereoisomeric mixture of syn- and anti-alcohols at the beginning of the synthetic sequence could be separated and the rest of the synthesis could be carried out with the main syn-stereoisomer instead of the corresponding stereoisomeric mixture as it was the case in the previous process.
Note: Reproducció del document publicat a:
It is part of: Molecules, 2017, vol. 22, num. 6, p. 906
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ISSN: 1420-3049
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
Articles publicats en revistes (Institut de Biomedicina (IBUB))

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