Deprotection Of Ketoximes Using Bismuth(Iii) Nitrate Pentahydrate, Ram S. Mohan, Bryce A. Nattier, Kyle J. Eash
Dec 2000
Deprotection Of Ketoximes Using Bismuth(Iii) Nitrate Pentahydrate, Ram S. Mohan, Bryce A. Nattier, Kyle J. Eash
Ram S. Mohan
Ketoximes undergo facile deprotection in acetone-H20 (9: 1) in the presence 01' 0.5 equivalents of Bi(N03h•5H20. Bismuth(III) nitrate is relatively non-toxic, insensitive to air and inexpensive. These features coupled with the use of a relatively nontoxic solvent system make this method an attractive alternative to existing routes for deprotection of ketoximes.
A Facile And Efficient Method For The Rearrangement Of Aryl-Substituted Epoxides To Aldehydes And Ketones Using Bismuth Triflate, Ram S. Mohan, Kaushik A. Bhatia, Kyle J. Eash, Nicholas M. Leonard, Matthew C. Oswald
Dec 2000
A Facile And Efficient Method For The Rearrangement Of Aryl-Substituted Epoxides To Aldehydes And Ketones Using Bismuth Triflate, Ram S. Mohan, Kaushik A. Bhatia, Kyle J. Eash, Nicholas M. Leonard, Matthew C. Oswald
Ram S. Mohan
Aryl-substituted epoxides undergo smooth rearrangement in the presence of 0.01–0.1 mol% Bi(OTf)3•xH2O. The rearrangement is regioselective with aryl-substituted epoxides, and products arise from cleavage of the benzylic C―O bond. The highly catalytic nature of this method coupled with the fact that the reagent is relatively non-toxic, easy to handle and inexpensive make it an attractive alternative to more corrosive and toxic Lewis acids, such as BF3•Et2O, currently used to effect epoxide rearrangements.
An Efficient Method For The Chemoselective Synthesis Of Acylals From Aromatic Aldehydes Using Bismuth Triflate, Ram S. Mohan, Marc D. Carrigan, Kyle J. Eash, Matthew C. Oswald
Dec 2000
An Efficient Method For The Chemoselective Synthesis Of Acylals From Aromatic Aldehydes Using Bismuth Triflate, Ram S. Mohan, Marc D. Carrigan, Kyle J. Eash, Matthew C. Oswald
Ram S. Mohan
Aromatic aldehydes are smoothly converted into the corresponding acylals in good yields in the presence of 0.10 mol% Bi(OTf)3•xH2O. Ketones are not affected under the reaction conditions. The highly catalytic nature of bismuth triflate and the fact that it is relatively non-toxic, easy to handle and insensitive to small amounts of air and moisture makes this procedure especially attractive for large-scale synthesis.
