Mono-osmylation of dehydroamino acid dienes: Synthesis of dehydroamino acids related to the azinomycins

被引:23
作者
Armstrong, RW
Tellew, JE
Moran, EJ
机构
[1] Dept. of Chemistry and Biochemistry, Univ. of California at Los Angeles, Los Angeles
关键词
D O I
10.1016/0040-4039(95)02195-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dehydroamino acid dienes 11A-C were synthesized and subjected to the Sharpless asymmetric dihydroxylation producing diols 13A-C. Diol 13A was further converted to the naphthoate derivative 18 and to the triacetate 19.
引用
收藏
页码:447 / 450
页数:4
相关论文
共 17 条
  • [1] ARMSTRONG RW, UNPUB J ORG CHEM
  • [2] SELECTIVE ASYMMETRIC DIHYDROXYLATION OF POLYENES
    BECKER, H
    SOLER, MA
    SHARPLESS, KB
    [J]. TETRAHEDRON, 1995, 51 (05) : 1345 - 1376
  • [3] SYNTHESIS OF THE AZIRIDINO[1,2-A]PYRROLIDINE SUBSTRUCTURE OF THE ANTITUMOR AGENTS AZINOMYCIN-A AND AZINOMYCIN-B
    COLEMAN, RS
    CARPENTER, AJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (22) : 5813 - 5815
  • [4] HASHIMOTO M, 1994, TETRAHEDRON LETT, V50, P9409
  • [5] HATA TOJU, 1954, JOUR ANTIBIOTICS [TOKYO], V7, P107
  • [6] AZINOMYCIN-A AND AZINOMYCIN-B, NEW ANTITUMOR ANTIBIOTICS .3. ANTITUMOR-ACTIVITY
    ISHIZEKI, S
    OHTSUKA, M
    IRINODA, K
    KUKITA, KI
    NAGAOKA, K
    NAKASHIMA, T
    [J]. JOURNAL OF ANTIBIOTICS, 1987, 40 (01) : 60 - 65
  • [7] KONDA Y, 1994, CHEM PHARM BULL, V42, P285
  • [8] MILLER SC, 1991, THESIS U ROCHESTER
  • [9] DEHYDROAMINO ACID-DERIVATIVES FROM D-ARABINOSE AND L-SERINE - SYNTHESIS OF MODELS FOR THE AZINOMYCIN ANTITUMOR ANTIBIOTICS
    MORAN, EJ
    TELLEW, JE
    ZHAO, ZC
    ARMSTRONG, RW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) : 7848 - 7859
  • [10] MORAN EJ, 1992, THESIS U CALIFORNIA