Short synthesis of 6-oxoprostaglandin E<sub>1</sub> and 6-oxoprostaglandin F<sub>1α</sub>期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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Short synthesis of 6-oxoprostaglandin E₁ and 6-oxoprostaglandin F_1α

Authors:	T Tanaka A Hazato K Bannai N Okamura S Sugiura K Manabe S Kurozumi M Suzuki R Noyori

Institution:	Institute for Bio-Medical Research, Teijin Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191, Japan;Department of Chemistry, Nagoya University, Chikusa, Nagoya 464, Japan

Abstract:	6-Oxoprostaglandin E₁ methyl ester was synthesized in a single pot from ( $R$ )-4- $t$ -butyldimethylsiloxy-2-cyclopentenone by organocopper conjugate addition with an ω side-chain unit, trapping of the resulting enolate with 6-methoxycarbonyl-2-nitrohex-1-ene, and treatment with aqueous titanium(III) trichloride. Hydrolysis of the methyl ester was accomplished by porcine liver esterase. 6-Oxoprostaglandin F_1α, was obtained from 6-nitroprostaglandin E₁ methyl ester in four steps.

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