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
Stereocontrolled Synthesis of syn -β-Hydroxy-α-Amino Acids by Direct Aldolization of Pseudoephenamine Glycinamide
✍ Scribed by Seiple, Ian B.; Mercer, Jaron A. M.; Sussman, Robin J.; Zhang, Ziyang; Myers, Andrew G.
- Book ID
- 121529321
- Publisher
- John Wiley and Sons
- Year
- 2014
- Tongue
- English
- Weight
- 637 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0044-8249
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📜 SIMILAR VOLUMES
Imidazolidinone-bound glycine enolate derivatives have been shown to undergo aldol condensation with aromatic and aliphatic aldehydes in good yields and with excellent stereocontrol (62±84%, 93±95% d.e.). Removal of the pendant imidazolidinone auxiliary and hydrogenolysis aords the b-hydroxy-a-amino
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