A Practical Route to a Complex Bis-Steroidal Diene Intermediate Using a Microwave Assisted Heck-Reaction

T.  Flessner; V.  Ludwig; H.  Siebeneicher; E.  Winterfeldt

doi:10.1055/s-2002-33118

PAPER

A Practical Route to a Complex Bis-Steroidal Diene Intermediate Using a Microwave Assisted Heck-Reaction

T. Flessner^b, V. Ludwig^a, H. Siebeneicher^a, E. Winterfeldt*^a
^a Institut für Organische Chemie, Schneiderberg 1b, 30167 Hannover, Germany
Fax: +490(511)7623011; e-Mail: hosieben@gmx.de;
^b BAYER AG, Central Research, 51368 Leverkusen, Germany

Abstract

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Abstract

A very special set of Heck-conditions led reliably to a non-symmetric bis-steroidal diene which underwent regioselective high-pressure Diels-Alder cycloadditions with non-symmetric electron poor acetylenes. The cyclohexadienes thus obtained were aromatized to the corresponding benzene derivatives.

Key words

natural products - Heck reaction - microwave conditions - Diels-Alder reactions - regioselectivity

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