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Enhanced trans diastereoselection in the allylation of cyclic chiral N-acyliminium ions. Synthesis of hydroxylated indolizidines

✍ Scribed by Clécio Fernando Klitzke; Ronaldo Aloise Pilli

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

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Highly Stereoselective trans Addition of
Highly Stereoselective trans Addition of π-Type Nucleophiles to a Bicyclic N-Acyliminium Ion – Application to the Synthesis of Indolizidine and Pyrrolizidine Alkaloids
✍ Hamid Dhimane; Corinne Vanucci-Bacqué; Louis Hamon; Gérard Lhommet 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 446 KB 👁 1 views

Enantiopure bicyclic 5-ethoxytetrahydropyrrolo[1,2-c]oxa-disubstituted pyrrolidines was illustrated by formal syntheses of 3,5-disubstituted indolizidine toxins, starting from 5-zol-3-one 1b was prepared in two steps from the known tosylate 4, which is readily available from (S)-pyroglutamic allylte