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Synthesis 1994; 1994(8): 792-794
DOI: 10.1055/s-1994-25576
DOI: 10.1055/s-1994-25576
short paper
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Synthesis of Prostaglandins III:1 Efficient and Practical Synthesis of Antisecretory Prostaglandin Enprostil
Further Information
Publication History
Publication Date:
17 September 2002 (online)
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An efficient and practical 8-step synthesis of enprostil (1) starting from the lactone 2 has been developed. The propargylic acetate 5 was prepared from the lactol 3 by the reaction with ethynylmagnesium bromide followed by acetylation. Propargylic acetate 5 was converted into enprostil (1) via the introduction of an allene moity by reaction with a Grignard reagent in the presence of a CuI · P(OEt)3 complex.