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Synfacts 2011(2): 0181-0181  
DOI: 10.1055/s-0030-1259334
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Domino Synthesis of Complex Tetrahydropyrans

Contributor(s): Mark Lautens, Stephen G. Newman
L. Wang, P. Li, D. Menche*
Universität Heidelberg, Germany
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Publication History

Publication Date:
19 January 2011 (online)

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Significance

Due to their prevalence in many ­interesting molecules, there are numerous methods for synthesizing complex tetrahydropyrans (THPs). Direct methods that construct THPs with multiple stereogenic centers with high selectivity are particularly valuable. The authors present a process for synthesizing THPs utilizing a domino oxa-Michael/Tsuji-Trost sequence. Up to three new stereogenic centers are formed with good ­selectivity.