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Synthesis of novel structurally simplified estrogen analogues |
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| Authors: | Tietze Lutz F Vock Carsten A Krimmelbein Ilga K Wiegand J Matthias Nacke Linda Ramachandar Tokala Islam Kazi M D Gatz Christiane |
| Affiliation: | 1. Institut für Organische und Biomolekulare Chemie der Georg‐August‐Universit?t G?ttingen, Tammannstrasse 2, 37077 G?ttingen, Germany, Fax: (+49)?551‐399476;2. Albrecht‐von‐Haller‐Institut für Pflanzenwissenschaften der Georg‐August‐Universit?t G?ttingen, Untere Karspüle 2, 37073 G?ttingen, Germany |
| Abstract: | A library of 17 novel estrogen analogues 3 and 4 containing different substituents at rings A and D (steroid nomenclature) was prepared in a five- to seven-step synthesis. The key transformation is a Sonogashira-coupling of cyclic vinyl iodides of type 7 or 8 with phenylacetylenes of type 9. Reduction of the keto function in 3 led to the estradiol analogue 5. |
| Keywords: | alkynes estrogens palladium Sonogashira reaction steroids vinyl halides |
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