Tetrahedron letters

Conversion of isoxazolines to β-hydroxy esters. Synthesis of 2-deoxy-D-ribose

P Caldirola, M Ciancaglione, M De Amici…

文献索引：Caldilora, P.; Ciancaglione, M.; De Amici, M.; De Micheli, C. Tetrahedron Letters, 1986 , vol. 27, # 38 p. 4647 - 4650

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被引用次数: 29

摘要

Typical procedure: To a suspension of dibromoformaldoxime (2mmol) and NaHCO 3 (15mmol) in ethyl acetate(15ml),an excess of dipolarophile(10mmol) is added. The slurry is stirred overnight then poured into water and extracted with ether.The residue of the organic phase is column chromatographed, the cycloadducts separated from furoxan and excess dipolarophile.In Entry 1 a two fold excess of 1,3-dipole was used.