Total Synthesis of Aspercyclides A and B via Intramolecular Oxidative Diaryl Ether Formation

被引:25
|
作者
Yoshino, Tatsuya [2 ]
Sato, Itaru [1 ]
Hirama, Masahiro [2 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, Grad Sch Sci, Res & Analyt Ctr Giant Mol, Sendai, Miyagi 9808578, Japan
关键词
SHARPLESS EPOXIDATION; ENANTIOMERS;
D O I
10.1021/ol3019727
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient total synthesis of the 11-membered cyclic aspercyclides A (1) and B (2) has been achieved by chemo- and regioselective intramolecular oxidative C-O bond formation from differently substituted diphenols.
引用
收藏
页码:4290 / 4292
页数:3
相关论文
共 50 条
  • [31] Stereoselective total synthesis of (±)-hyperforin via intramolecular cyclopropanation
    Uwamori, Masahiro
    Nakada, Masahisa
    TETRAHEDRON LETTERS, 2013, 54 (15) : 2022 - 2025
  • [32] TOTAL SYNTHESIS OF OESTRONE VIA OESTRIOL DIMETHYL ETHER
    HIRAGA, K
    ASAKO, T
    MIKI, T
    JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1969, (17): : 1013 - &
  • [33] TOTAL SYNTHESIS OF ESTRONE VIA ESTRIOL DIMETHYL ETHER
    ASAKO, T
    HIRAGA, K
    MIKI, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1973, 21 (04) : 697 - 702
  • [34] THE TOTAL SYNTHESIS OF (+)-CIS-TRIKENTRIN-B VIA ALLENE INTRAMOLECULAR CYCLO-ADDITION
    YASUKOUCHI, T
    KANEMATSU, K
    TETRAHEDRON LETTERS, 1989, 30 (47) : 6559 - 6562
  • [35] The first total synthesis of (-)-benzomalvin A and benzomalvin B via the intramolecular aza-Wittig reactions
    Sugimori, T
    Okawa, T
    Eguchi, S
    Kakehi, A
    Yashima, E
    Okamoto, Y
    TETRAHEDRON, 1998, 54 (28) : 7997 - 8008
  • [36] Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular Ullmann reaction
    Shen, Li
    Sun, Dianqing
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [37] Total synthesis of (+)-tanikolide via oxidative lactonization
    Schomaker, JM
    Borhan, B
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (04) : 621 - 624
  • [38] Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums
    Ye, Lianbao
    Han, Chao
    Shi, Peiqi
    Gao, Wei
    Mei, Wenjie
    RSC ADVANCES, 2019, 9 (37) : 21525 - 21529
  • [39] Synthesis of diaryl ether-linked porphyrin dimers via Ullmann coupling reaction
    Jiang, Xu-Liang
    Zhang, Hong-Liang
    Wu, Jian
    HETEROCYCLES, 2006, 68 (10) : 2153 - +
  • [40] Concise Enantioselective Total Synthesis of Daphenylline Enabledby an Intramolecular Oxidative Dearomatization
    Cao, Meng-Yue
    Ma, Bin-Jie
    Gu, Qing-Xiu
    Fu, Bei
    Lu, Hai-Hua
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (13) : 5750 - 5755