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Communication | Special issue | Vol 52, No. 3, 2000, pp.1065-1069
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S133
Catalytic Asymmetrization of cis-2-Cyclopentene-1,4-diol. Highly Efficient and Practical Synthesis of (R)-4-Benzoyloxy-2-cyclopenten-1-one

Takeshi Oriyama* Takeshi Hosoya, and Tomohumi Sano

*Faculty of Science, Ibaraki University, 2-1-1 Bunkyo, Mito, Ibaraki 310-8512, Japan

Abstract

Highly efficient, direct, and practical synthesis of (R)-4-benzoyloxy-2-cyclopenten-1-one, a chiral building block for various prostaglandins, with excellent ee was performed by the catalytic asymmetric acylation of cis-2-cyclopentene-1,4-diol, followed by oxidation with PDC.