A one-flask synthesis of α,α-bisphosphonates via enolate chemistry
✍ Scribed by Yanming Du; Kang-Yeoun Jung; David F. Wiemer
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 101 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
## Abstract Crystalline __N__‐hydroxyamino‐acid derivatives 4, readily available from non‐chiral acyl chlorides 2 and sultams 1, were treated with aldehydes in the presence of NaBH~3~CN to give __N__‐alkylhydroxylamines 5. __N__,__O__‐Hydrogenolysis of 5 and saponification of 6 furnished (__S__)‐__
Deprotonation of N-protected alanine esters with LDA, and lates of N-sulfonylated alanine esters, which give excellent results with both aliphatic and aromatic aldehydes. Em-subsequent addition of various metal salts, most likely results in the formation of chelated metal enolates. Aldol reactions p