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Synthesis and optical resolution of 1-[(3-carboxy-1,1′-biphenyl)-2-yl]-1H-pyrrole-2-carboxylic acid

✍ Scribed by Ferenc Faigl; Bernadett Vas-Feldhoffer; Veronika Kudar; Mátyás Czugler; Krisztina Pál; Miklós Kubinyi


Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
295 KB
Volume
21
Category
Article
ISSN
0899-0042

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✦ Synopsis


Abstract

Site selective mono‐ and dimetalation methods have been developed for the functionalization of 1‐[(1,1′‐biphenyl)‐2‐yl]‐1H‐pyrrole. Optical resolution of the prepared 1‐[(3‐carboxy‐1,1′‐biphenyl)‐2‐yl]pyrrole‐2‐carboxylic acid provided new atropisomeric 1‐arylpyrrole derivatives. The absolute configuration of the pure dicarboxylic acid enantiomers was determined by single crystal X‐ray diffraction and CD spectroscopy. Chirality 2009. © 2009 Wiley‐Liss, Inc.


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