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

页码：3283 / 3308

页数：26

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