Mild, Efficient and Selective Opening of Epoxides with Alcohols Catalyzed by Ceric(IV) Ammonium Nitrate
- 1 September 1990
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 20 (18) , 2789-2797
- https://doi.org/10.1080/00397919008051491
Abstract
Commercially available Ceric(IV) Ammonium Nitrate (CAN) catalyzes nucleophilic ring opening of epoxides in primary, secondary and tertiary alcohols under mild conditions. The corresponding β-alkoxy-alcohols were obtained with high regio and stereoselectivity in high yields.Keywords
This publication has 9 references indexed in Scilit:
- Highly regioselective ring opening of epoxides with alcohols catalyzed by organotin phosphate condensatesTetrahedron Letters, 1985
- Conversion of Some Cephalosporins Into the 2-Alkoxy Derivatives Using Alkanolic Ceric (IV) Ammonium NitrateSynthetic Communications, 1985
- Ceric Trihydroxy Hydroperoxide Ce(OH)3O2H, A Regenerable, Mild, and A Versatile Reagent for the Oxidation of Organic CompoundsSynthetic Communications, 1984
- Synthetically Useful Reactions of EpoxidesSynthesis, 1984
- Ceric Triethylammonium Nitrate [Ce(Et3NH)2l(NO3)6; An Efficient Oxidant for the Oxidation of Benzylic Alcohols and α-Hydroxy Ketones to Their Corresponding Carbonyl Compounds Under Mild ConditionsSynthetic Communications, 1983
- Synthetic Methods and Reactions; 681. Nafion-H-Catalyzed Hydration and Methanolysis of EpoxidesSynthesis, 1981
- Organic reactions at alumina surfaces. Displacement reactions effected by alcohols, thiols, and acetic acid on dehydrated alumina.Tetrahedron Letters, 1975
- Oxidation of organic compounds with cerium(IV). V. The substituent effect on the rate of the one-electron oxidative cleavage of 2-aryl-1-phenylethanolsJournal of the American Chemical Society, 1968
- The Relation between Chemical Structure and Bacteriostatic Activity of Sulfanilamide Type CompoundsJournal of the American Chemical Society, 1943