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Asymmetric Claisen Rearrangements on Chiral Vinyl Sulfoxides |
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| Authors: | Roberto Fernández de la Pradilla Prof. Dr. Carlos Montero Dr. Mariola Tortosa Dr. Alma Viso Dr. |
| Affiliation: | Instituto de Química Orgánica General, C.S.I.C. Juan de la Cierva 3, 28006 Madrid (Spain), Fax: (+34)?915‐644‐853 |
| Abstract: | Highly diastereoselective Claisen rearrangements of acyclic allyl vinyl ethers bearing a chiral sulfoxide at C‐5 provide γ‐δ‐unsaturated aldehydes or ketones with up to two consecutive asymmetric centers in the molecule whilst preserving a useful vinyl sulfoxide. The reactivity of related vinyl sulfides and sulfones has also been examined in this work. |
| Keywords: | diastereoselectivity rearrangement sulfides sulfones sulfoxides |