Photochemistry of hecogenine acetate revisited

被引：11
|
作者：
Jautelat, R
Winterfeldt, E
MullerFahrnow, A
机构：
[1] UNIV HANNOVER,INST ORGAN CHEM,D-30167 HANNOVER,GERMANY
[2] SCHERING AG,D-1000 BERLIN,GERMANY
来源：
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 1996年 / 338卷 / 08期
关键词：
D O I：
10.1002/prac.199633801137
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
We were successful in optimizing the synthesis of the homoallylic alcohol 6 from hecogenine acetate 2 as an important precursor for our approach to cephalostatin analogues by doubling the yields. On this way we discovered that formation of homoallylic alcohol 6 proceeds via a diastereoselective intramolecular Lewis acid catalysed ene reaction directly from lumihecogenine acetate 3. Finally we were able to elucidate the structure of the already described but not clearly identified oxa-dimer 7.
引用
收藏
页码：695 / 701
页数：7
相关论文
共 50 条
  • [1] THE PHOTOCHEMISTRY OF PREDNISONE ACETATE
    BARTON, DHR
    TAYLOR, WC
    PROCEEDINGS OF THE CHEMICAL SOCIETY OF LONDON, 1957, (03): : 96 - 96
  • [2] THE PHOTOCHEMISTRY OF PREDNISONE ACETATE
    BARTON, DHR
    TAYLOR, WC
    PROCEEDINGS OF THE CHEMICAL SOCIETY OF LONDON, 1957, (05): : 147 - 147
  • [3] PHOTOCHEMISTRY OF CELLULOSE ACETATE
    JORTNER, J
    JOURNAL OF POLYMER SCIENCE, 1959, 37 (131): : 199 - 214
  • [4] Prebiotic Adenine Revisited: Eutectics and Photochemistry
    Leslie E. Orgel
    Origins of life and evolution of the biosphere, 2004, 34 : 361 - 369
  • [5] The photochemistry of aqueous nitrate ion revisited
    Mark, G
    Korth, HG
    Schuchmann, HP
    vonSonntag, C
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1996, 101 (2-3) : 89 - 103
  • [6] The photochemistry of aqueous nitrate ion revisited
    Max-Planck-Institut fur S., Stiftstrasse 34-36, D-45413 Mülheim, Germany
    不详
    J. Photochem. Photobiol. A Chem., 2-3 (89-103):
  • [7] Prebiotic adenine revisited: Eutectics and photochemistry
    Orgel, LE
    ORIGINS OF LIFE AND EVOLUTION OF THE BIOSPHERE, 2004, 34 (04): : 361 - 369
  • [8] Photochemistry of cyanoacetylene in solid argon revisited
    Custer, Thomas G.
    Crepin, Claudine
    Gronowski, Marcin
    Lawzer, Arun-Libertsen
    Kolos, Robert
    LOW TEMPERATURE PHYSICS, 2024, 50 (09) : 737 - 741
  • [9] Photochemistry of cyanoacetylene in solid argon revisited
    Custer, Thomas G.
    Crépin, Claudine
    Gronowski, Marcin
    Lawzer, Arun-Libertsen
    Kolos, Robert
    Fizika Nizkikh Temperatur, 2024, 50 (09): : 822 - 827
  • [10] Photophysics and photochemistry of salicylic acid revisited
    Joshi, HC
    Mishra, H
    Tripathi, HB
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1997, 105 (01) : 15 - 20
12345