Tetrahedron

… PGI211Prostaglandin Chemistry. XXXII. Part XXXI: T. Tanaka, N. Okamura, K. Bannai, A. Hazato, S. Sugiura, K. Tomimori, K. Manabe, and S. Kurozumi, Tetrahedron, …

T Tanaka, A Hazato, K Bannai, N Okamura, S Sugiura…

Index: Tanaka, Toshio; Hazato, Atsuo; Bannai, Kiyoshi; Okamura, Noriaki; Sugiura, Satoshi; et al. Tetrahedron, 1987 ,  vol. 43,  # 5  p. 813 - 824

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Citation Number: 20

Abstract

The nitro-olefin trapping of the enolates in situ generated by conjugate addition of organocopper reagents to the chiral oxygenated cyclopentenone synthon, R-4, gives the three-component coupling products in a regiospecific manner. The intermediary nitronate anion 17 is further transformed into the nitro compound or 6-oxo-PGE1 (19) in a single pot. This coupling reaction is applicable to syntheses of naturally occurring prostaglandins ...