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Double Cyclization of Bis(α-hetarylmethyl)amino Esters to Optically Active Bridged N-Heterocycles of HIV-Inhibiting Activity

✍ Scribed by Heike Faltz; Christoph Bender; Birgitta M. Wöhrl; Karin Vogel-Bachmayr; Ullrich Hübscher; Kristijan Ramadan; Jürgen Liebscher

Publisher: John Wiley and Sons
Year: 2004
Tongue: English
Weight: 322 KB
Volume: 2004
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200400136

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✦ Synopsis

Abstract

Anellated 1‐azabicyclo[3.3.1]nonanes 6 were synthesized by several routes starting from natural α‐amino esters 2 and o‐haloaryl‐ or o‐bromohetarylmethyl bromides 1. N‐Alkylation of the starting amino esters to 5 and 3 was followed by halogen/lithium exchange and double cyclization. The cyclization products 6 exhibit interesting inhibition of RNase H and DNA‐polymerase activity of reverse transcriptase (RT) of HIV‐1 at concentrations where human cellular DNA polymerases are not affected. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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Double Cyclization of Bis(α-hetarylmethyl)amino Esters to Optically Active Bridged N-Heterocycles of HIV-Inhibiting Activity.

✍ Heike Faltz; Christoph Bender; Birgitta M. Woehrl; Karin Vogel-Bachmayr; Ullrich 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 42 KB 👁 1 views