Tetrahedron p. 813 - 824 (1987)
Update date:2022-08-05
Topics:
Tanaka, Toshio
Hazato, Atsuo
Bannai, Kiyoshi
Okamura, Noriaki
Sugiura, Satoshi
et al.
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 such as PGE1, 6-oxo-PGF1α, and PGI2.
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Doi:10.1016/S0040-4039(01)81247-8
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