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Stereoselective Synthesis of Novel 19-Nor-Steroids by a Double Heck Reaction

✍ Scribed by Lutz F. Tietze; Sönke Petersen

Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
337 KB
Volume
2001
Category
Article
ISSN
1434-193X

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✦ Synopsis

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-

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