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Efficient Synthesis of an Enantiopure Thiasteroid by a Double Heck Reaction.

✍ Scribed by Lutz F. Tietze; Lars P. Luecke; Felix Major; Peter Mueller


Publisher
John Wiley and Sons
Year
2004
Weight
19 KB
Volume
35
Category
Article
ISSN
0931-7597

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The estrane 4 was synthesized by two successive Heck reactions starting from enantiopure 2 and the cyclohexenone 5, which contains a (Z)-bromovinyl group. The first intermolecular Pd-catalyzed reaction leads to 10 in a highly regioand diastereoselective manner. Transformation of the enone [a] Georg-