Introduction of a planar chirality onto steroid substrates: synthesis of (S) and (R)-2′-formylcymantrenyl-17α-ethynylestradiols using (S) and (R)-1-formyl-2-iodo-cymantrenes |
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Authors: | Benoît Ferber Gérard Jaouen |
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Institution: | Laboratoire de Chimie et Biochimie des Complexes Moléculaires, UMR-CNRS 7576, ENSCP, 11 rue P. et M. Curie, 75231 Paris Cedex 05, France |
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Abstract: | We report the synthesis and characterisation of (S) and (R)-2′-formylcymantrenyl-17α-ethynylestradiol synthesized using the Sonogashira cross-coupling reaction between optically pure (S) and (R) 1-formyl-2-iodo cymantrenes and ethynylestradiol. (S) and (R) 1-formyl-2-iodo cymantrenes were obtained from the same precursor: (2R,4R)-4-(methoxymethyl)-2-cymantrenyl-1,3-dioxane. |
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Keywords: | Cymantrene Planar chirality Ethynylestradiol Bioorganometallics |
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