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. 2010 Oct 20;132(41):14330-3.
doi: 10.1021/ja1073855.

A straightforward route to functionalized trans-Diels-Alder motifs

Jun Hee Lee  1 , Yandong Zhang, Samuel J Danishefsky
Affiliations

A straightforward route to functionalized trans-Diels-Alder motifs

Jun Hee Lee et al. J Am Chem Soc. .

Abstract

A sequence consisting of a Lewis acid-catalyzed Diels-Alder reaction on a 2-halocyclohexenone, followed by reductive alkylation, provides a route to trans-fused octalinones bearing angular methyl groups with functionality corresponding to that which would have been possible from a trans-directed Diels-Alder reaction.

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    1. For earlier attempts from other laboratories to accomplish this objective, see references in the Supporting Information.

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