Enantioselective Synthesis of α-N-Alkylamino Acids via Sultam-Directed "Enolate" Hydroxyamination

Article Article scientifique Article Enantioselective Synthesis of α-N-Alkylamino Acids via Sultam-Directed "Enolate" Hydroxyamination eng 1993 author Von Oppolzer Wolfgang 25270 author Cintas Moreno Pedro 45843 author Tamura Osamu 24093 author Cardinaux Francis 187-196 10.1002/hlca.19930760113 0018-019X Crystalline N-hydroxyamino-acid derivatives 4, readily available from non-chiral acyl chlorides 2 and sultams 1, were treated with aldehydes in the presence of NaBH3CN to give N-alkylhydroxylamines 5. N,O-Hydrogenolysis of 5 and saponification of 6 furnished (S)-N-alkylamino acids 7 in high optical purity. Similarly, (R)-N-alkylamino acids 12 were obtained from the antipodal acylsultams 8. Dewey 540 36 Département de chimie organique 141 false Helvetica chimica acta 76 1 56ea63b0-1854-445f-9107-ad3da1dd59ba Article (Published version) Restricted W.Oppolzer_6.pdf 792534 application/pdf restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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Enantioselective Synthesis of α-N-Alkylamino Acids via Sultam-Directed "Enolate" Hydroxyamination	Helvetica chimica acta			1993	525	0

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Cintas Moreno, Pedro