A lacile slereoselcctive melhod Ior the synthesis of y-substituted, y-mnino acids from of amino acids was developed. The key step of the procedurc is complete reduction of Ihe keto functionality of ot-~unino acyl Meldruln's acid by sodium acetoxyborohydride. The resulting amino alkyl Meldrum's acid
Facile synthesis of α-hydroxy carboxylic acids from the corresponding α-amino acids
✍ Scribed by Stuhr-Hansen, Nicolai; Padrah, Shahrokh; Strømgaard, Kristian
- Book ID
- 124106025
- Publisher
- Elsevier Science
- Year
- 2014
- Tongue
- French
- Weight
- 294 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Facile Stereoselective Synthesis of γ-Substituted γ-Amino Acids from the Corresponding α-Amino Acids. -The mild and short procedure presented is compatible with common side-chain protecting groups, sensitive functionalities and preserves the chirality of the starting α-amino acid.
The diastereoselective synthesis of syn-a-alkyl a-hydroxy 13-amino acids 4a-h was easily accomplished by reaction of the sodium dianion of the corresponding anti a-alky113-benzoylamino acid methyl esters with iodine. The intermediate a-iodo derivatives spontaneously afforded c/s-oxazolines which, up