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Chiral cyclic β-amino esters. Part II: Synthesis by diastereoselective reduction of enamino esters

✍ Scribed by J. Blot; A. Bardou; C. Bellec; M.-C. Fargeau-Bellassoued; J.P. Célérier; G. Lhommet; D. Gardette; J.-C. Gramain

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
182 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

Catalytic and chemical reductions of chiral pyrrolidine 13-enamino esters provides corresponding [3-amino esters with good to moderate diastereomer excesses. The unexpected major diastereomer 5 comes from a reduction process which amounts to an anti hydrogen addition.

📜 SIMILAR VOLUMES

Chiral heterocyclic β-enamino esters: co
Chiral heterocyclic β-enamino esters: convenient synthesis and diastereoselective reduction
✍ Sandrine Calvet; Olivier David; Corinne Vanucci-Bacqué; Marie-Claude Fargeau-Bel 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 205 KB

The preparation of chiral pyrrolidine and piperidine b-enamino esters starting from v-halogeno b-keto esters, their diastereoselective reduction and the subsequent cleavage of the chiral auxiliary are described.

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✍ C. Saliou; A. Fleurant; J.P. Célérier; G. Lhommet 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 196 KB

We &scribe the total synthesis of (+) Monomorine I 1 and the preparation of cis-2,5-disubstituted functionalized pyrrolidines via cyclic p-enamino esters 4, starting from (S)-pyroglutamic acid.