Nitro versus nitro: 4-Nitro-5-styrylisoxazoles were used as masked ?,?-unsaturated carboxylic acids in the titled catalytic asymmetric transformation. The 4-nitroisoxazole core acts as an activator of the conjugated alkene and a latent carboxylate functionality. The reaction proceeded with 5 mol % of a readily prepared phase-transfer catalyst at room temperature with remarkable diastereo- and enantioselectivity.
Catalytic Asymmetric Conjugate Addition of Nitroalkanes to 4-Nitro-5-styrylisoxazoles
Baschieri AndreaPrimo
;
2009
Abstract
Nitro versus nitro: 4-Nitro-5-styrylisoxazoles were used as masked ?,?-unsaturated carboxylic acids in the titled catalytic asymmetric transformation. The 4-nitroisoxazole core acts as an activator of the conjugated alkene and a latent carboxylate functionality. The reaction proceeded with 5 mol % of a readily prepared phase-transfer catalyst at room temperature with remarkable diastereo- and enantioselectivity.File in questo prodotto:
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01_Angew. Chem. Int. Ed. 2009, 48, 9342 –9345.pdf
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