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Stereocontrolled Asymmetric Synthesis of α-Hydroxy-β-amino Acids. A Stereodivergent Approach

✍ Scribed by Aoyagi, Yutaka; Jain, Rajendra P.; Williams, Robert M.

Book ID
126141605
Publisher
American Chemical Society
Year
2001
Tongue
English
Weight
95 KB
Volume
123
Category
Article
ISSN
0002-7863

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A facile and stereocontrolled synthesis
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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