Australian Journal of Chemistry p. 635 - 640 (2004)
Update date:2022-07-29
Topics:
Tietze, Lutz F.
Luecke, Lars P.
Major, Felix
Mueller, Peter
The thiaestrane 7 was synthesized by two sequential Heck reactions starting from the thiophene derivatives 8a-8c, which contain a (Z)-halogenovinyl group, and the enantiopure hydrindene 2a. The first intermolecular Pd-catalyzed reaction leads to 11a and 11b in a highly regio- and diastereoselective manner. A subsequent intramolecular Heck reaction catalyzed by the palladacycle 4 then gave the thiasteroid 7 with an unusual cis-junction of the rings B and C.
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