Tetrahedron letters

An expeditious route to 7α-substituted estradiol derivatives

R Tedesco, JA Katzenellenbogen, E Napolitano

Index: Tedesco, Rosanna; Katzenellenbogen, John A.; Napolitano, Elio Tetrahedron Letters, 1997 , vol. 38, # 46 p. 7997 - 8000

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Citation Number: 22

Abstract

Traditionally, the synthesis of 7-alkyl estradiol derivatives has been accomplished by Cu(I) catalyzed 1,6-conjugate addition to steroidal 4,6-dien-3-ones, such 17β-hydroxyestra-4,6-dien-3-one7 and 8or 6-dehydrotestosterone.[9]This approach is, however, non stereoselective, leading to a mixture of 7α and 7β epimers. In addition, the generation of the cyclic dienone system from a precursor with an aromatic A-ring, as well as the final rearomatization step, make this ...

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