First Total Synthesis of Gliomasolide C and Formal Total Synthesis of Sch-725674

被引：18
|
作者：
Seetharamsingh, B. [1 ]
Khairnar, Pankaj V. [1 ]
Reddy, D. Srinivasa [1 ]
机构：
[1] Natl Chem Lab, Div Organ Chem, CSIR, Pune 411008, Maharashtra, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 01期
关键词：
OLEFIN METATHESIS CATALYSTS; ASYMMETRIC DIHYDROXYLATION; STEREOSELECTIVE-SYNTHESIS; BIOLOGICAL EVALUATION; CROSS-METATHESIS; MACROLIDE; OXIDATION; FUNGUS; CELL; SEKOTHRIXIDE;
D O I：
10.1021/acs.joc.5b02318
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Syntheses of two 14-membered macrolides Sch-725674 and Gliomasolide C are described here. The first total synthesis of Gliomasolide C, the short synthesis of Sch-725674, and regios elective Wacker oxidation of internal olefin are the highlights of this disclosure. In addition, a key macrocyde with orthogonal functionalities was designed and synthesized on a gram scale for the generation of analogues.
引用
收藏
页码：290 / 296
页数：7
相关论文
共 50 条
  • [31] The first total synthesis of phebaclavin A and C
    Zhang, Y
    Liu, D
    Li, Y
    Cao, XP
    CHINESE JOURNAL OF CHEMISTRY, 2005, 23 (10) : 1453 - 1456
  • [32] The First Total Synthesis of Synparvolide C
    Sabitha, Gowravaram
    Sandeep, AnkiReddy
    Rao, Allu Senkara
    Yadav, Jhillu S.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (29) : 6702 - 6709
  • [33] First total synthesis of Debilisone C
    Saikia, Bishwajit
    Devi, Thongam Joymati
    Barua, Nabin C.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (06) : 905 - 913
  • [34] First total synthesis of desmosdumotin C
    Nakagawa-Goto, K
    Wu, JH
    Lee, KH
    SYNTHETIC COMMUNICATIONS, 2005, 35 (13) : 1735 - 1739
  • [35] First total synthesis of topopyrone C
    Gattinoni, Sonia
    Merlini, Lucio
    Dallavalle, Sabrina
    TETRAHEDRON LETTERS, 2007, 48 (06) : 1049 - 1051
  • [36] Enantioselective total synthesis of (+)-SCH 351448
    Crimmins, Michael T.
    Vanier, Grace S.
    ORGANIC LETTERS, 2006, 8 (13) : 2887 - 2890
  • [37] Total Synthesis of Luteoalbusin A and Formal Synthesis of T988 C
    Wang, Lushun
    Jia, Xuelei
    Lei, Honghui
    Xu, Zhengshuang
    Ye, Tao
    SYNLETT, 2018, 29 (05) : 613 - 616
  • [38] A practical total synthesis of (±)-cermizine D and a formal synthesis of (±)-cermizine C
    Shi, Xin
    Bao, Ying
    Deng, Zhen-Tao
    Zhu, Yu
    Shao, Li-Dong
    Zhang, Hong-Bin
    Zhao, Qin-Shi
    JOURNAL OF CHEMICAL RESEARCH, 2018, (05) : 274 - 279
  • [39] Total Synthesis of Dictyodendrins B and E, and Formal Synthesis of Dictyodendrin C
    Tao, Pengyu
    Liang, Jingjing
    Jia, Yanxing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (26) : 5735 - 5748
  • [40] A carbohydrate approach for the formal total synthesis of (-)-aspergillide C
    Srihari, Pabbaraja
    Krishna, Namballa Hari
    Sridhar, Ydhyam
    Kamal, Ahmed
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 3122 - 3126
12345