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A rapid and general access to 3-arylpiperidines

✍ Scribed by Isabel K Büchner; Peter Metz

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
54 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A short and efficient synthetic sequence to produce a wide variety of 3-arylpiperidines from three simple building blocks is described. The key step is a palladium-catalyzed arylation of cyclopentene.

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Rapid access to cis 3-substituted prolin
Rapid access to cis 3-substituted prolines
✍ Nadia Pellegrini; Martine Schmitt; Jean-Jacques Bourguignon 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 100 KB

The O-triflate of 2-cyano-3-oxopyrrolidine was obtained and used in a palladium coupling reaction. The resulting D 2 -pyrrolidine derivatives allowed diastereocontrol at C2 and C3 after catalytic hydrogenation and led to chiral 3-substituted prolines as conformationally constrained amino acids.