Total synthesis of (±)-ganocins B and C

被引:13
|
作者
Liu, Yao [1 ]
Zhou, Chu-Jun [1 ]
Li, Qingjiang [1 ,2 ]
Wang, Honggen [1 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
基金
中国国家自然科学基金;
关键词
GOLD CATALYSIS; GANODERMA-LUCIDUM; POLYCYCLIC MEROTERPENOIDS; ANTIOXIDANT; POLYSACCHARIDES; ANTITUMOR; COCHLEAR; POTENT;
D O I
10.1039/c6ob02049f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of structurally unique polycyclic phenolic meroterpenoids, ganocins B and C is reported. The synthesis features gold-catalyzed intramolecular cascade cyclization to construct the C/D ring bearing an angular methyl group, diastereo-selective Michael addition, and acid-mediated one-pot Robinson cyclization/deprotection/isomerization.
引用
收藏
页码:10362 / 10365
页数:4
相关论文
共 50 条
  • [31] Stereoselective Total Synthesis of (-)-Isocladospolide B and Cladospolide B and C
    Yadav, J. S.
    Mandal, S. S.
    SYNLETT, 2011, (19) : 2803 - 2806
  • [32] Total synthesis of the α-glucosidase inhibitors schulzeine B & C
    Wardrop, Duncan J.
    Bowen, Edward G.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
  • [33] Catalytic Asymmetric Total Synthesis of Hedyosumins A, B, and C
    Sun, Wang-Bin
    Wang, Xuan
    Sun, Bing-Feng
    Zou, Jian-Ping
    Lin, Guo-Qiang
    ORGANIC LETTERS, 2016, 18 (06) : 1219 - 1221
  • [34] First stereoselective total synthesis of ophiocerins B and c
    Yadav, J. S.
    Lakshmi, P. Naga
    Harshavardhan, S. J.
    Reddy, B. V. Subba
    SYNLETT, 2007, (12) : 1945 - 1947
  • [35] Total synthesis of (-)-bicubebin A, (-)-bicubebin B and (+)-bicubebin C
    Barker, David
    Davidson, Samuel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
  • [36] Total synthesis of cyrneines A-B and glaucopine C
    Wu, Guo-Jie
    Zhang, Yuan-He
    Tan, Dong-Xing
    Han, Fu-She
    NATURE COMMUNICATIONS, 2018, 9
  • [37] Structural Revision and Total Synthesis of Caraphenol B and C
    Snyder, Scott A.
    Brill, Zachary G.
    ORGANIC LETTERS, 2011, 13 (20) : 5524 - 5527
  • [38] Total synthesis of both enantiomers of clavigerins B and C
    Kakimoto, Nozomu
    Ogura, Yusuke
    Watanabe, Hidenori
    Takikawa, Hirosato
    TETRAHEDRON, 2020, 76 (27)
  • [39] Total synthesis of (±)-tanshinol B, tanshinone I, and (±)-tanshindiol B, and C
    Wang, Fan
    Yang, Hong
    Yu, Shujuan
    Xue, Yu
    Fan, Zhoulong
    Liang, Gaolin
    Geng, Meiyu
    Zhang, Ao
    Ding, Chunyong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (18) : 3376 - 3381
  • [40] Total synthesis of baconipyrone C, siphonarin B and dihydrosiphonarin B.
    Paterson, I
    Chen, DYK
    Franklin, AS
    Acéna, JL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U200 - U200