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Asymmetric synthesis of hydroxylated pyrrolizidine, indolizidine, and (+)-α-conhydrine via ruthenium-catalyzed hydrogenation

✍ Scribed by Patricio Guerreiro; Virginie Ratovelomanana-Vidal; Jean-Pierre Genêt

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
95 KB
Volume
12
Category
Article
ISSN
0899-0042

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✦ Synopsis

The enantioselective ruthenium promoted hydrogenation of beta-keto ester, derived from (S)- or (R)-proline and (S)-pipecolic acid, provided a new efficient route to hydroxylated pyrrolizidine or indolizidine ring systems in diastereomeric excesses up to 99%. A practical synthesis of (+)-alpha-conhydrine is also reported.

📜 SIMILAR VOLUMES

ChemInform Abstract: Diastereoselective
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