Concepedia

Formal [4 + 2] Cycloaddition of Alkoxy-Substituted Donor−Acceptor Cyclobutanes and Aldehydes Catalyzed by Yb(OTf)<sub>3</sub>

Mahmoud M. Abd Rabo Moustafa, Andrew C. Stevens, Ben P. Machin, Brian L. Pagenkopf

Organic Letters · 2010 · 77 citations · 25 references

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Abstract

The cycloaddition between 2-alkoxy-1,1-cyclobutane diesters and aromatic, heteroaromatic, or aliphatic aldehydes under Yb(OTf)(3) catalysis generates tetrahydropyrans in high yields with exclusive cis-stereochemistry.

References

25

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Scope and Mechanism for Lewis Acid-Catalyzed Cycloadditions of Aldehydes and Donor−Acceptor Cyclopropanes: Evidence for a Stereospecific Intimate Ion Pair Pathway

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Catalytic Enantioselective Synthesis of Tetrahydrofurans: A Dynamic Kinetic Asymmetric [3 + 2] Cycloaddition of Racemic Cyclopropanes and Aldehydes

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Enantiospecific Sn(II)- and Sn(IV)-Catalyzed Cycloadditions of Aldehydes and Donor−Acceptor Cyclopropanes

Patrick D. Pohlhaus, Jeffrey S. Johnson · Journal of the American Chemical Society · 2005 · 264 citations

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Total Synthesis of (+)-Nakadomarin A

Ian S. Young, Michael A. Kerr · Journal of the American Chemical Society · 2007 · 191 citations

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