The Glycol Cleavage in Natural Product Synthesis: Reagent Classics and Recent Advances

被引：25
|
作者：
Schmidt, Andrea-Katharina C. [1 ]
Stark, Christian B. W. [1 ]
机构：
[1] Univ Hamburg, Inst Organ Chem, D-20146 Hamburg, Germany
来源：
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 24期
关键词：
oxidation; diols; glycol cleavage; natural products; total synthesis; ENANTIOSELECTIVE TOTAL-SYNTHESIS; STEREOCONTROLLED TOTAL SYNTHESIS; STEREOSELECTIVE TOTAL-SYNTHESIS; ASYMMETRIC TOTAL-SYNTHESIS; DESS-MARTIN PERIODINANE; CHROMIC ACID OXIDATION; CARBON BOND-CLEAVAGE; VICINAL DIOLS; TETRAPROPYLAMMONIUM PERRUTHENATE; NODULISPORIC ACID;
D O I：
10.1055/s-0033-1338650
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This review focuses on the application of glycol cleavage reactions in the synthesis and derivatization of complex natural products. Reagent classics as well as recent developments are discussed. 1Introduction 2Mechanistic Aspects 3Reagents and Examples 3.1Periodate and Hypervalent Iodine 3.1.1Periodic Acid and Periodates 3.1.2Periodate on Wet Silica Gel 3.1.3Phenyliodine Diacetate 3.1.4Other Iodine Reagents 3.2Lead Tetraacetate 3.3Chromium Reagents 3.3.1Pyridinium Chlorochromate 3.3.2Other Chromium Reagents 3.4Ruthenium Reagents 3.4.1Tetra-n-propylammonium Perruthenate 3.4.2Other Ruthenium Reagents 3.5Manganese Reagents 3.5.1Manganese(III) Acetate 3.5.2Manganese Dioxide 3.5.3Other Manganese Reagents 3.6Miscellaneous 4Conclusion
引用
收藏
页码：3283 / 3308
页数：26
相关论文
共 50 条
  • [41] Recent Advances in the Synthesis of Natural 2-Deoxy-β-glycosides
    Borovika, Alina
    Nagorny, Pavel
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2012, 31 (4-6) : 255 - 283
  • [42] Recent advances in the synthesis of natural products containing the phloroglucinol motif
    Phang, Yee Lin
    Liu, Song
    Zheng, Changwu
    Xu, Hongxi
    NATURAL PRODUCT REPORTS, 2022, 39 (09) : 1766 - 1802
  • [43] Recent advances in the synthesis of marine polycyclic ether natural products
    Fuwa, Haruhiko
    Sasaki, Makoto
    CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2007, 10 (06) : 784 - 806
  • [44] Recent advances of synthesis of fluorenone and fluorene containing natural products
    Shi, Yingbo
    Gao, Shuanhu
    TETRAHEDRON, 2016, 72 (14) : 1717 - 1735
  • [45] Recent advances in the structure, synthesis, and applications of natural polymeric hydrogels
    Gul, Khalid
    Gan, Ren-You
    Sun, Cui-Xia
    Jiao, Ge
    Wu, Ding-Tao
    Li, Hua-Bin
    Kenaan, Ahmad
    Corke, Harold
    Fang, Ya-Peng
    CRITICAL REVIEWS IN FOOD SCIENCE AND NUTRITION, 2022, 62 (14) : 3817 - 3832
  • [46] Recent advances of natural biopolymeric culture scaffold: synthesis and modification
    Yap, Jia Xin
    Leo, C. P.
    Mohd Yasin, Nazlina Haiza
    Show, Pau Loke
    Chu, Dinh-Toi
    Singh, Vijai
    Derek, C. J. C.
    BIOENGINEERED, 2022, 13 (02) : 2226 - 2247
  • [47] Recent advances in the synthesis of gem-dimethylcyclobutane natural products
    Hancock, Erin N.
    Wiest, Johannes M.
    Brown, M. Kevin
    NATURAL PRODUCT REPORTS, 2019, 36 (10) : 1383 - 1393
  • [48] Recent advances in self-targeting natural product-based nanomedicines
    Haifan Liu
    Xingyue Jin
    Suyi Liu
    Xinyue Liu
    Xiao Pei
    Kunhui Sun
    Meifang Li
    Ping Wang
    Yanxu Chang
    Tiejie Wang
    Bing Wang
    Xie-an Yu
    Journal of Nanobiotechnology, 23 (1)
  • [49] Recent Advances in Chemistry and Antioxidant/Anticancer Biology of Monoterpene and Meroterpenoid Natural Product
    Barras, Benedict J.
    Ling, Taotao
    Rivas, Fatima
    Jerkovic, Igor
    MOLECULES, 2024, 29 (01):
  • [50] Recent Advances in the Application of Selectfluor as a "Fluorine-free" Functional Reagent in Organic Synthesis
    Yang, Ke
    Song, Mengjie
    Ali, Ahmed I. M.
    Mudassir, Syed M.
    Ge, Haibo
    CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (06) : 729 - 741
12345