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.
📜 SIMILAR VOLUMES
## Abstract Stereochemical course of the reaction of homophthalic anhydride and __N__‐(1‐methyl‐1__H__‐pyrrol‐2‐yl‐methylidene)‐phenethylamine was studied. Mixtures of the expected __trans__‐ and __cis__‐1,2,3,4‐tetrahydroiso‐quinoline‐4‐carboxylic acids trans‐**4** and cis‐**4** were obtained alon