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Original scientific paper

Novel 1,4-Disubstituted Adamantane Stereoisomers: Synthesis and Spectroscopic Characterization

Dunja Šafar Cvitaš ; Department of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, P. O. Box 180, 10002 Zagreb, Croatia
Branka Savin ; Department of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, P. O. Box 180, 10002 Zagreb, Croatia
Kata Mlinarić-Majerski orcid id orcid.org/0000-0001-6282-1662 ; Department of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, P. O. Box 180, 10002 Zagreb, Croatia


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Abstract

A series of new 1,4-disubstituted adamantane derivatives [e.g., 1-chloro-4-(carbethoxymethylene) adamantane (3), 1-chloro-4-(carbethoxymethyl)adamantane (4), 1-chloro-4-(2-hydroxyethyl) adamantane (5), 1-chloro-4-(2-bromoethyl)adamantane (6), 1-bromo-4-(2-bromoethyl)- adamantane (7), 1-hydroxy-4-(carbethoxymethylene)adamantane (8), 1-hydroxy-4-(carbethoxymethyl) adamantane (9), 1-acetoxy-4-(carbethoxymethyl)adamantane (10), 1-hydroxy-4-(2-hydroxyethyl) adamantane (11), 1-hydroxy-4-cyanoadamantane (12), 1-hydroxy-4-carboxyadamantane (13), and 1-hydroxy-4-carbmethoxyadamantane (14)] have been synthesized, and their respective syn- and anti-isomers have been separated and identified.

Keywords

adamantane; 1,4-disubstituted adamantane derivative; syn-/anti-isomers

Hrčak ID:

102992

URI

https://hrcak.srce.hr/102992

Publication date:

30.11.2004.

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