| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5227035 | Tetrahedron | 2009 | 7 Pages |
Abstract
Chiral alcohols were designed and easily prepared from levoglucosenone, a biomass-derived valuable synthon. These alcohols were tested as chiral auxiliaries in asymmetric Diels-Alder reactions between the corresponding acrylates with acyclic and cyclic dienes. The regio, stereo, and facial selectivity varied from very good to excellent, depending upon the benzylic substitution of the auxiliary and the diene employed. As a consequence, after removal of the auxiliary, the resulting carboxylic acid derivatives were obtained in 72-99% ee.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Ariel M. Sarotti, Rolando A. Spanevello, Alejandra G. Suárez,