Microwave Catalyzed Reactions of H-Dimethylphosphonate with Oxiranes
- 1 January 2002
- journal article
- research article
- Published by Taylor & Francis in Phosphorus, Sulfur, and Silicon and the Related Elements
- Vol. 177 (1) , 215-230
- https://doi.org/10.1080/10426500210221
Abstract
Microwave catalyzed reactions of H-dimethylphosphonate with 1,2-epoxydecane, 5,6-epoxy-1-hexene, 1,2-epoxybutane and cyclohexene oxide have been found to cause oxirane ring opening, deoxygenation and hydrophosphorylation. 1,2-Epoxydecane gave three pairs of isomeric products and another arising from the loss of a two-carbon fragment, while 5 , 6-epoxy-1-hexene, cyclohexene epoxide and 1,2-epoxybutane yielded 10 , 7 , and 3 compounds respectively.Keywords
This publication has 57 references indexed in Scilit:
- Trifluoromethylthiocopper-mediated oxirane ring openingJournal of Organometallic Chemistry, 1999
- Regio- and Chemoselective Synthesis of Halohydrins by Cleavage of Oxiranes with Metal HalidesSynthesis, 1994
- Reaction of epoxides with metaphosphoric acid derivativesThe Journal of Organic Chemistry, 1991
- Tilden Lecture. Applications of microwave dielectric heating effects to synthetic problems in chemistryChemical Society Reviews, 1991
- Oxirane rings: studies and applications of a new chemo and regio selective reductive opening of epoxidesTetrahedron, 1989
- An efficient, catalytic procedure for epoxide rearrangementTetrahedron Letters, 1989
- Epoxy silyl ether rearrangements: a new, stereoselective approach to the synthesis of .beta.-hydroxy carbonyl compoundsJournal of the American Chemical Society, 1986
- Synthetically Useful Reactions of EpoxidesSynthesis, 1984
- Recent advances in the preparation and synthetic applications of oxiranesTetrahedron, 1983
- Photolytic rearrangement of phosphorus azide : evidence for a transient metaphosphonimidate.Tetrahedron Letters, 1980