𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Intramolecular allylstannane cyclizations in alkaloid synthesis: applications to pyrrolizidine alkaloids

✍ Scribed by Keck, Gary E.; Cressman, Erik N. K.; Enholm, Eric J.

Book ID
126029689
Publisher
American Chemical Society
Year
1989
Tongue
English
Weight
758 KB
Volume
54
Category
Article
ISSN
0022-3263

No coin nor oath required. For personal study only.

πŸ“œ SIMILAR VOLUMES

Synthesis of fused pyrrolines by the int
Synthesis of fused pyrrolines by the intramolecular cycloadition of azides application to the pyrrolizidine alkaloids.
✍ William H. Pearson πŸ“‚ Article πŸ“… 1985 πŸ› Elsevier Science 🌐 French βš– 280 KB

Intramolecular 1,3-dipolar cycloaddition of azide 4 proceeds through triazoline 5 and vinyl aziridine 6, resulting in the formation of the 1,5-homodienyl shift product 7 and the tetrahydropyrrolizines 8 and 9. Compound 8 represents a formal total synthesis of suprnidine.