Enantioselective synthesis of girolline
✍ Scribed by A. Commerçon; J.M. Paris
- Book ID
- 104225863
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 111 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
A new 2 step synthesis of (+/-) girolline 1 starting from the easily available o~-chloro-13aminoaldehyde 4 and 2-aminoimidazole 5 is described. The reaction of 4 with 5, followed by deprotection, affords the threo diastereoisomer.
R&sum&. Isolde d'une fponge, aminochlorhydrine derivee de l'amino-2 imidazole, la girolline est do&e de proprietds antitumorales intdressantes. Nous presentons ici sa premiere synthbse totale. ## &tract. Isolated from a Sponge, girolline is an 2-amino imidasole derivative with significant antitum
The title alkaloid, (+)-1, was prepared in three steps from methyl acetoacetate and the chiral I~-amino cation synthon (-)-3.
A concise approach for the synthesis of optically active chromenes is reported. The process described herein involves, as the key steps, a Sharpless-epoxidation, a selective deoxygenation, and a ring-closing metathesis.