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Synthesis 1992; 1992(7): 681-684
DOI: 10.1055/s-1992-26199
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A New Asymmetric Synthesis of (R)- and (S)-3-Arylphthalides: Extremely High Diastereoselective Reaction of Arylcarbaldehydes with Chiral [2-(1,3-Oxazolidin-2-yl)phenyl]titanium Ate Complexes

Hiroshi Takahashi* , Takeshi Tsubuki, Kimio Higashiyama
  • *Faculty of Pharamaceutical Science, Hoshi University, 2-4-41, Ebara, Shinagawa, Tokyo 142, Japan
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Publication Date:
17 September 2002 (online)

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Chiral [2-(1,3-oxazolidin-2-yl)phenyl]titanium ate complexes are prepared from the corresponding lithium complexes, and the extremely high diastereoselective reaction of arylcarbaldehydes with the chiral titanium ate complexes is performed. Then, optically pure (R)- and (S)-3-arylphthalides are synthesized in favorable yields and the chiral auxiliary reagents are recovered with no less of the optical purity.