Alternative Access to Functionalized 2,8-Ethanonoradamantane Derivatives
Abstract7a-(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through a modification of a previous synthetic sequence, in which the benzyloxymethyl hydroxyl protecting group has been replaced by methoxymethyl, to avoid the apparent formation of a benzyl ester derivative as a side product.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. Additionally, several functional 2,8-ethanonoradamantane derivatives have been prepared. View Full-Text
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Camps, P.; Gómez, T.; Otermin, A.; Font-Bardia, M. Alternative Access to Functionalized 2,8-Ethanonoradamantane Derivatives. Molecules 2017, 22, 906.
Camps P, Gómez T, Otermin A, Font-Bardia M. Alternative Access to Functionalized 2,8-Ethanonoradamantane Derivatives. Molecules. 2017; 22(6):906.Chicago/Turabian Style
Camps, Pelayo; Gómez, Tània; Otermin, Ane; Font-Bardia, Mercè. 2017. "Alternative Access to Functionalized 2,8-Ethanonoradamantane Derivatives." Molecules 22, no. 6: 906.
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