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Synfacts 2008(2): 0180-0180  
DOI: 10.1055/s-2007-992490
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of Trisubstituted Conjugated Alkenes

Contributor(s): Mark Lautens, Frédéric Ménard
S. I. Lee, G.-S. Hwang, S. C. Shin, T. G. Lee, R. H. Jo, D. H. Ryu*
Sungkyunkwan University and Gyeonggi Science High School, Suwon; Korea Basic Science Institute, Seoul, South Korea
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

The preparation of alkenyl coupling partners of well-defined geometry like 3 is desirable due to the widespread use of metal-catalyzed cross-coupling ractions. β-Branched unsaturated compounds like 6 are usually prepared by addition of α-metallated acrylates with aldehydes, which may be prone to isomerization. The three-component approach makes use of simple reagents and leads to iodoalkenes 3 with a high level of stereocontrol.