| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5221097 | Tetrahedron | 2010 | 7 Pages |
Abstract
A new route to racemic diethyl 2-methyl-bicyclo[3.1.1]hept-2-ene-6,6-dicarboxylate (±)-1a by means of a palladium-catalyzed intramolecular allylic alkylation exercised on malonate-ester derivatives has been developed from R-(−)-carvone. The stereocontrolled synthesis of the enantiomerically pure (−)-1b by application of a six-step reactions sequence with a 28% overall yield from acetal 8, has been accomplished.
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Physical Sciences and Engineering
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Organic Chemistry
![Synthesis of diethyl 2-methyl-bicyclo[3.1.1]hept-2-ene-6,6-dicarboxylate by Pd-catalyzed intramolecular allylic alkylation. Stereoselective preparation of its optically homogeneous form from R-(−)-carvone](/preview/png/5221097.png "First Page Preview: Synthesis of diethyl 2-methyl-bicyclo[3.1.1]hept-2-ene-6,6-dicarboxylate by Pd-catalyzed intramolecular allylic alkylation. Stereoselective preparation of its optically homogeneous form from R-(−)-carvone")