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Paper | Regular issue | Vol 53, No. 5, 2000, pp.1085-1110
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8868
Total Synthesis of Optically Active m-Phenylene PGl2 Derivative: Beraprost

Hisanori Wakita, Hideo Yoshiwara, Hisao Nishiyama, and Hiroshi Nagase*

*Basic Research Laboratories, Toray Industries, Inc., 111 Tebiro, Kamakura, Kanagawa, 248-8555, Japan

Abstract

The optical isomers of m-phenylene PGI2 derivative, Beraprost, were synthesized in practical scales from optically active carboxy-cyclopenta[b]benzofurans (12 and 13) by Wittig and Wadsworth reactions as key reactions via the intermediate diols (16a and 16b).