- Efficient access to isoxazoles from alkenes
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The direct regioselective synthesis of 3,5-disubstituted isoxazoles was achieved in one reaction vessel through a sequence of reactions involving the net bromination of an electron-deficient alkene, in situ generation of a nitrile oxide, 1,3-dipolar cycloaddition, and loss of HBr from an intermediate 5,5-disubstituted bromoisoxazoline. This one-pot process enables the synthesis of 3,5-disubstituted isoxazoles directly from electron-deficient alkenes thereby negating the isolation of the 1,1-disubstituted bromoalkene alkyne surrogate. Georg Thieme Verlag Stuttgart.
- Xu, Jianping,Hamme II, Ashton T.
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p. 919 - 923
(2008/12/22)
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- Construction of Five-Membered Rings by Michael Addition-Radical Cyclization
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Enamines react with Michael acceptors 8-10 to produce ketones that, on treatment with lithium acetylides, afford hydroxy acetylenes 3.These compounds then undergo radical cyclization when treated with triphenyltin hydride and AIBN.The products 6 are forme
- Clive, Derrick L.J.,Boivin, Taryn L.B.,Angoh, A. Gaeetan
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p. 4943 - 4953
(2007/10/02)
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