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An efficient approach for the synthesis of the hexahydroazepine segment of balanol

✍ Scribed by J.S. Yadav; Ch. Srinivas

Book ID
104251099
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
123 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

An efficient approach for the synthesis of the hexahydroazepine segment of balanol is described in seven steps in a highly stereoselective manner starting from (S)-2,3-O-isopropylidine glyceraldehyde.

πŸ“œ SIMILAR VOLUMES

An efficient formal synthesis of balanol
An efficient formal synthesis of balanol via the asymmetric epoxide ring opening reaction
✍ Michael H. Wu; Eric N. Jacobsen πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 184 KB

An efficient formal synthesis of balanol is described. The thirteen-step sequence features a highly enantioselective (92% ee) ring opening of 1,4-cyclohexadiane monoepoxide with TMSN~ catalyzed by the Cr-salen complex 3. A selective Beckmann rearrangement followed by amide reduction and nitrogen fun