First asymmetric synthesis of (−)-(2S, 3R)-methanoproline
✍ Scribed by Alain Hercouet; Bernard Bessières; Maurice Le Corre
- Book ID
- 108036431
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- English
- Weight
- 96 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0957-4166
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An improved asymmetric synthesis of the guanidine-containing amino acid (2S,3R)-capreomycidine has been achieved in seven steps and 28% overall yield. The key synthetic step involved a Mannich-type reaction between a chiral glycine aluminum enolate and the benzyl-imine of 3-tert-butyldimethylsiloxy-
Synthesis of (2S,3R,4S)-3,4-Methanoproline and Analogues by Cyclopropylidene Insertion. -The key steps in the synthesis of the title compounds (IX), (XIII), and (XVI) are stereoselective cyclization of the bromides (V), (X), and (XIV) and oxidation of the bicyclic derivatives (VIII), (XII), and (XV
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