Tetrahedron

Prostaglandin chemistry—VIII: Synthesis of optically active 7-oxoprostaglandins

T Tanaka, S Kurozumi, T Toru, M Kobayashi, S Miura…

Index: Tanaka,T. et al. Tetrahedron, 1977 , vol. 33, p. 1105 - 1112

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Citation Number: 27

Abstract

Regiospecific α-acylation of β-alkenylated enolates generated by conjugate addition of lithium organocuprates to α, β-unsaturated ketones is described. Several new 7- oxoprostaglandin analogues, 7-oxoprostaglandin E1 (18), 11-deoxy-7-oxoprostaglandin E1 (23), and their 15-epi enantiomers 17 and 22, were synthesized by conjugate addition- acylation method. From optically active 4 (R)-t-butyldimethylsiloxycyclopent-2-en-1-one (R ...