Synthetic study on a 26-membered macrolide, amphidinolide B:: Synthesis of the C1-C13 fragment

被引：24
|
作者：
Ohi, K [1 ]
Shima, K [1 ]
Hamada, K [1 ]
Saito, Y [1 ]
Yamada, N [1 ]
Ohba, S [1 ]
Nishiyama, S [1 ]
机构：
[1] Keio Univ, Fac Sci & Technol, Dept Chem, Yokohama, Kanagawa 2238522, Japan
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1998年 / 71卷 / 10期
关键词：
D O I：
10.1246/bcsj.71.2433
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The C-1-C-13 fragment of amphidinolide B (1) was synthesized from D-erythrose (3). The Evans alkylation reaction protocol allowed the introduction of the stereogenic center at the C-11 position, which was unambiguously confirmed by a single X-ray crystallographic analysis.
引用
收藏
页码：2433 / 2440
页数：8
相关论文
共 50 条
  • [1] Synthetic study on top-half (C14-C25) fragment of amphidinolide B, a 26-membered macrolide
    Ohi, K
    Nishiyama, S
    SYNLETT, 1999, (05) : 573 - 575
  • [2] Construction of the diene moiety (C9-C18) of amphidinolide B, a 26-membered macrolide
    Ohi, K
    Nishiyama, S
    SYNLETT, 1999, (05) : 571 - 572
  • [3] Synthesis of the C1-C13 Fragment of Biselyngbyaside
    Sawant, Pramod
    Maier, Martin E.
    SYNLETT, 2011, (20) : 3002 - 3004
  • [4] Synthesis of the C1-C13 fragment of (+)-callipeltoside A
    Boulard, Lucie
    BouzBouz, Samir
    Paris, Jean Marc
    Cossy, Janine
    SYNLETT, 2007, (09) : 1461 - 1463
  • [5] Synthesis of the C1-C13 Fragment of Mandelalide A
    Athe, Sudhakar
    Ghosh, Subhash
    SYNTHESIS-STUTTGART, 2016, 48 (06): : 917 - 923
  • [6] Synthetic studies toward amphidinolide B1:: Synthesis of the C9-C26 fragment
    Zhang, W
    Carter, RG
    ORGANIC LETTERS, 2005, 7 (19) : 4209 - 4212
  • [7] Synthesis of the C1-C13 fragment of leucascandrolide A
    Crimmins, MT
    Carroll, CA
    King, BW
    ORGANIC LETTERS, 2000, 2 (05) : 597 - 599
  • [8] Rapid, enantioselective synthesis of the C1-C13 fragment of biselyngbyolide B
    Thorat, Rakesh G.
    Harned, Andrew M.
    CHEMICAL COMMUNICATIONS, 2018, 54 (03) : 241 - 243
  • [9] Facile synthesis of the C1-C13 fragment of lyngbouilloside
    Gebauer, Julian
    Arseniyadis, Stellios
    Cossy, Janine
    SYNLETT, 2008, (05) : 712 - 714
  • [10] Synthesis of the C1-C13 fragment of eribulin mesylate
    Lee, Yoseon
    Park, Yongseo
    Jung, Heesun
    Kim, Seong Take
    Sin, Seunghui
    Ko, Eunjung
    Myeong, In-Soo
    Moon, Hyoungwook
    Suhl, Chang Heon
    Jung, Yunkyung
    Jung, Eunim
    Lee, Junkyu
    Lee, Kee Young
    Oh, Chang-Young
    Song, Jooyoung
    Yoon, Soo Hwan
    Kang, Wonjae
    Jung, Jaehun
    Shin, Hyunik
    TETRAHEDRON, 2019, 75 (33) : 4570 - 4576
12345