The Journal of Organic Chemistry

The synthesis and configurational stability of differentially protected. beta.-hydroxy-. alpha.-amino aldehydes

P Garner, JM Park

Index: Garner, Philip; Park, Jung Min Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2361 - 2364

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Citation Number: 509

Abstract

Syntheses of 1, l-dimethylethyl (S)-4-formyl-2, 2-dimethyl-3-oxazolidinecarboxylate (5) and 1, l-dimethylethyl (4S-trans)-4-formyl-2, 2, 5-trimethyl-3-ox~ olidine~ boxylate (6) from commercially available serine and threonine derivatives are described. The method involves selective reduction of the corresponding oxazolidine esters 3 and 4 using diisobutylaluminum hydride at low temperature. These differentially protected@-hydroxy-a ...

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