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Synthesis of novel structurally simplified estrogen analogues. 2008
Lutz F Tietze, and
Carsten A Vock, and
Ilga K Krimmelbein, and
J Matthias Wiegand, and
Linda Nacke, and
Tokala Ramachandar, and
Kazi M D Islam, and
Christiane Gatz
Institut für Organische und Biomolekulare Chemie der Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany. ltietze@gwdg.de
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.
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