P. Ramachandran, Guangfu Chen, H. Brown
Mar 25, 1996
Citations
0
Influential Citations
52
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 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 with diisopinocampheylborane, provides 3-phenylphthalide in ≥96% ee.