Stereocontrolled Synthesis of (+)-Negamycin from an Acyclic Homoallyiamine by 1,3-Asymmetric Induction

Journal of the American Chemical Society

Volumn 104, Issue 23, 1982, Pages 6465-6466

  Wang, Yi Fong ^a   Izawa, Toshio ^a   Kobayashi, Susumu ^a   Ohno, Masaji ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

NEGAMYCIN;

DRUG ANALYSIS; DRUG IDENTIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; PRELIMINARY COMMUNICATION; THEORETICAL STUDY;

EID: 0020407132     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00387a060     Document Type: Article

References (15)

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9. Bartlett, P. A. Tetrahedron 1980, 36, 2 and references cited therein.
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11. Fraser-Reid and his co-workers have made significant synthetic advances toward the amino sugar moiety by using oxyamination through five-membered cyclic urethanes from cyclic compounds, while our work is independently in progress. See: Georges, M.; Mackay, D.; Fraser-Reid, B. J. Am. Chem. Soc. 1982, 104, 1101 and references cited therein.
12. 2-Asymmetric induction through five-membered urethanes from epoxy alcohol was achieved in a highly stereocontrolled manner. See: Minami, N.; Ko, S. S.; Kishi, Y. J. Am. Chem. Soc. 1982, 104, 1109.
13. 2-Asymmetric induction through a five-membered urethane from an epoxy amine was used in sugar chemistry to effect oxyamination. See; Noorzad, H. M.; Gross, D. H. Carbohydr. Res. 1973, 31, 229.
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