Tetrahedron letters

Efficient general asymmetric syntheses of 3-substituted 1 (3H)-isobenzofuranones in very high enantiomeric excess

PV Ramachandran, GM Chen, HC Brown

文献索引：Ramachandran, P. Veeraraghavan; Chen, Guang-Ming; Brown, Herbert C. Tetrahedron Letters, 1996 , vol. 37, # 13 p. 2205 - 2208

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被引用次数: 58

摘要

The intermolecular asymmetric reduction of methyl o-(1-oxoalkyl) benzoates with B- chlorodiisopinocampheylborane provides, after workup, 3-alkylphthalides in≥ 97% ee. Unfortunately, this procedure is not as efficient for the preparation of 3-arylphthalides. However, an intramolecular reduction of B-(o-benzoylbenzoyloxy) diisopinocampheylborane, readily prepared by the treatment of o-benzoyl benzoic acid ...