Domino Michael Aldol and Domino Michael Mannich Reactions: Highly Stereoselective Synthesis of Functionalized Cyclohexanes
Christoph Schneider Priv.-Doz. Dr.
Institut für Organische Chemie der Universität Tammannstrasse 2, 37077 Göttingen (Germany) Fax: (+49) 551-399660
Search for more papers by this authorOliver Reese Dipl.-Chem.
Institut für Organische Chemie der Universität Tammannstrasse 2, 37077 Göttingen (Germany) Fax: (+49) 551-399660
Search for more papers by this authorChristoph Schneider Priv.-Doz. Dr.
Institut für Organische Chemie der Universität Tammannstrasse 2, 37077 Göttingen (Germany) Fax: (+49) 551-399660
Search for more papers by this authorOliver Reese Dipl.-Chem.
Institut für Organische Chemie der Universität Tammannstrasse 2, 37077 Göttingen (Germany) Fax: (+49) 551-399660
Search for more papers by this authorThis work has been supported by the Deutsche Forschungsgemeinschaft (Schn 441/1–2), the Fonds der Chemischen Industrie (doctoral fellowship to O. R.) and Degussa Hüls AG. We thank Prof. L. Tietze for constant support.
Abstract
Enantiopure and highly functionalized cyclohexanes may be accessed in a single step and with high stereocontrol from the 7-oxo-2-enimides 1 with use of the title reactions (see scheme). The bifunctional substrates 1 are available by a thermal [3.3]-sigmatropic rearrangement of aldol products. Xc=chiral auxiliary; M=Cu, Al.
Supporting Information
Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2000/z14675_s.pdf or from the author.
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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