Tetrahedron Letters p. 8913 - 8916 (1995)
Update date:2022-08-03
Topics:
Grese
Grese, Timothy A.
Pennington
Pennington, Lewis D.
A novel and selective method for the introduction of substituents at the 2-position of the isoflav-3-ene nucleus, utilizing readily available 3-arylcoumarins as starting materials, is described. Thus, addition of a Grignard reagent to the corresponding phenyl acetal provided the desired 2-alkyl-, alkenyl-, or arylisoflav-3-enes. These compounds interact strongly with the estrogen receptor and show estrogenic or antiestrogenic effects depending upon the nature of the 2-substituent.
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