Synthesis 2013; 45(11): 1452-1461
DOI: 10.1055/s-0033-1338470
feature article
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Functionalized Adamantane Derivatives: (3 + 1)-Scaffolds for Applications in Medicinal and Material Chemistry

Carsten Fleck
Pharmaceutical and Medicinal Chemistry, University of Hamburg, Bundesstraße 45, 20146 Hamburg, Germany   Fax: +49(40)42838-3477   Email: maison@chemie.uni-hamburg.de
,
Elisa Franzmann
Pharmaceutical and Medicinal Chemistry, University of Hamburg, Bundesstraße 45, 20146 Hamburg, Germany   Fax: +49(40)42838-3477   Email: maison@chemie.uni-hamburg.de
,
Dorith Claes
Pharmaceutical and Medicinal Chemistry, University of Hamburg, Bundesstraße 45, 20146 Hamburg, Germany   Fax: +49(40)42838-3477   Email: maison@chemie.uni-hamburg.de
,
Aljona Rickert
Pharmaceutical and Medicinal Chemistry, University of Hamburg, Bundesstraße 45, 20146 Hamburg, Germany   Fax: +49(40)42838-3477   Email: maison@chemie.uni-hamburg.de
,
Wolfgang Maison*
Pharmaceutical and Medicinal Chemistry, University of Hamburg, Bundesstraße 45, 20146 Hamburg, Germany   Fax: +49(40)42838-3477   Email: maison@chemie.uni-hamburg.de
› Author Affiliations
Further Information

Publication History

Received: 16 March 2013

Accepted after revision: 05 April 2013

Publication Date:
24 April 2013 (online)


Abstract

Due to its rigid cage structure, adamantane has received considerable interest as a scaffold with a defined tetrahedral geometry. In this paper we describe orthogonally functionalized tetrasub­stituted adamantane derivatives. These compounds may be conjugated to other functional molecules by standard techniques such as amide formation or click chemistry and are thus useful (3 + 1) scaffolds for medicinal and material chemistry.

Supporting Information