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Diastereoface-discriminative metal coordination in asymmetric synthesis: D-pantolactone as practical chiral auxiliary for Lewis acid catalyzed Diels-Alder reactions

✍ Scribed by Thomas Poll; Andrzej Sobczak; Horst Hartmann; Günter Helmchen


Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
254 KB
Volume
26
Category
Article
ISSN
0040-4039

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Diastereoface-discriminative metal coord
✍ Thomas Poll; Andrzej Sobczak; Horst Hartmann; Günter Helmchen 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 254 KB

TiCl+-catalyzed Diels-Alder additions of the acrylate of commercial D-pantolactone to cyclopentadiene, isoprene and butadiene proceed with very high diastereofacial selectivity. Practical and mechanistic aspects of these reactions are discussed. Metal coordination is known to be important for a vari