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Synthesis 2003(11): 1707-1711
DOI: 10.1055/s-2003-40870
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Concise Building Block Approach to a Diverse Multi-Arrayed Library of the Circumdatin Family of Natural Products

Alfred Grieder, Andrew W. Thomas*
F. Hoffmann-La Roche AG, Pharmaceuticals Division, Discovery Chemistry, 4070 Basel, Switzerland
Fax: +41(61)6888714; e-Mail: andrew.thomas@roche.com;
Further Information

Publication History

Received 28 April 2003
Publication Date:
25 July 2003 (online)

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Abstract

Using a polymer-supported phosphine-mediated intramolecular aza-Wittig reaction in a key step of a reaction sequence a diverse library of benzodiazepine-quinazolinone alkaloids (Circumdatins) has been prepared using a novel modified Eguchi protocol. The multi-arrayed library generation strategy commenced from readily accessible benzodiazepinedione derivatives (and anthranilic acids) and all library members were purified by reverse phase preparative HPLC.

Key words

aza-Wittig reaction - polymer supported triphenylphosphine - natural product libraries - privileged scaffolds

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