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ChemInform Abstract: A Formal Asymmetric Synthesis of (-)-Epibatidine Using a Highly Diastereoselective Hetero Diels—Alder Reaction.

✍ Scribed by Isabelle Cabanal-Duvillard; Jean-Francois Berrien; Leon Ghosez; Henri-Philippe Husson; Jacques Royer


Publisher
John Wiley and Sons
Year
2000
Weight
30 KB
Volume
31
Category
Article
ISSN
0931-7597

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ChemInform Abstract: A Highly Diastereos
✍ E. CEULEMANS; M. VOETS; S. EMMERS; W. DEHAEN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

The pyrazole aldehyde (I) undergoes Knoevenagel condensations with heterocycles to yield adducts, which are directly thermolyzed to cyclize via hetero Diels-Alder reactions to cis-fused tetracyclic title heterocycles. Interestingly, the isoxazolo-fused cycloadduct (VII) is converted to the spiro-azi