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Aza Diels-Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene

Cody Timmons, Adiseshu Kattuboina, Lauren McPherson, James Mills and Guigen Li*

*Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA, Email: guigen.littu.edu

C. Timmons, A. Kattuboina, L. McPherson, J. Mills, G. Li, Tetrahedron, 2005, 61, 11837-11842.

DOI: 10.1016/j.tet.2005.10.018


Abstract

The aza Diels-Alder reaction of an in situ generated novel iododiene works well with aryl- and benzyl-N-substituted imines. Moderate diastereoselectivities can be obtained using simple α-methylbenzyl chiral imines.

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Key Words

Aza Diels-Alder, 2,3-Dihydro-4-pyridones, Magnesium iodide


ID: J72-Y2005-3180