𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Diastereoselective intramolecular diels-alder reaction of N-alkoxycarbonyl -1-aza-1,3-butadienes and a total synthesis of the piperidine alkaloid, (±)-sedridine.

✍ Scribed by Tadao Uyehara; Naoki Chiba; Ichiro Suzuki; Yoshinori Yamamoto

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
264 KB
Volume
32
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Total synthesis of C-t)-sedridine, the piperidine alkaloid, was accomplished on the basis of diastereoselecthe intramolecvlarDieh4lderiels-Alderreactign oftbe J,d-unsahmted N-alkoxycahnyl-l-aza-1,3-butaohe genemtedin situ tivm N&imetiyL6iyI-I-aza-but&ens and the cMomtiite

of +mten-24.

📜 SIMILAR VOLUMES

Inter- and intramolecular hetero diels-a
Inter- and intramolecular hetero diels-alder reactions, 41. Unusual stereocontrol in intramolecular hetero diels-alder reactions of 2-Aza-1,3-butadienes. A stereoselective sequential synthesis of annulated tetrahydropyridines
✍ Tietze, Lutz F. ;Utecht, Jens 📂 Article 📅 1992 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 542 KB

Azabutadienes f Isoxazoles f Tetrahydropyridines 1 Diels-Alder reactions / Sequential transformations Condensation of aldehydes 1 ae with 5-amino-3-methylisoxazole (4) gives the corresponding imines 5a-e with a 2-aza-1,3-butadiene moiety, which cyclize selctively, e.g. 5a to form the trans-fused tet