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

被引：29

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

页码：3283 / 3308

页数：26

共 50 条

[21] Recent advances of Diels–Alderases involved in natural product biosynthesis
Atsushi Minami
Hideaki Oikawa
The Journal of Antibiotics, 2016, 69 : 500 - 506
[22] Natural product-based nanomedicine: recent advances and issues
Watkins, Rebekah
Wu, Ling
Zhang, Chenming
Davis, Richey M.
Xu, Bin
INTERNATIONAL JOURNAL OF NANOMEDICINE, 2015, 10 : 6055 - 6074
[23] Recent advances in dissecting the demethylation reactions in natural product biosynthesis
Hu, Dan
Gao, Yao-Hui
Yao, Xin-Sheng
Gao, Hao
CURRENT OPINION IN CHEMICAL BIOLOGY, 2020, 59 : 47 - 53
[24] Total synthesis of a natural product in poly (ethylene glycol): (±)-centrolobine
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad
500 007, India
Proc. Indian Natl. Sci. Acad., 5 (1171-1175):
[25] APPLICATION OF SUCCESSIVE CLEAVAGE AND FORMATION, OR VICE VERSA, OF CYCLIC COMPOUND TO NATURAL PRODUCT SYNTHESIS, ITS RECENT DEVELOPMENT
TERASHIMA, S
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1977, 35 (12) : 1045 - 1056
[26] Recent Advances in Ynamide Coupling Reagent
Liu, Tao
Xu, Silin
Zhao, Junfeng
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (03) : 873 - 887
[27] Recent advances in silane reagent design
Buonomo, Joseph
Aldrich, Courtney
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
[28] Recent advances in the chemoenzymatic synthesis of bioactive natural products
Lia, Jian
Amatuni, Alexander
Renata, Hans
CURRENT OPINION IN CHEMICAL BIOLOGY, 2020, 55 : 111 - 118
[29] Some recent advances in the synthesis of heterocyclic natural products
Martin, Stephen F.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
[30] Recent advances in target identification by natural product based chemical probes
Hong, Benke
Dong, Ting
Lei, Xiaoguang
SCIENCE CHINA-CHEMISTRY, 2016, 59 (09) : 1088 - 1092

← 1 2 3 4 5 →