Published TCIMAIL newest issue No.197
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Useful Dienophile
No.120(June 2004)
3-Acryloyl-2-oxazolidinone (1) is a dienophile that is useful in the asymmetric Diels-Alder reaction. The dienophile 1 reacts with various dienes in the presence of chiral Lewis acids to form chiral Diels-Alder cycloadducts. The prepared adducts are used for the syntheses of various biologically active substances. For example, Evans and his coworkers used 1 in the asymmetric syntheses of ent-shikimic acids, and ent-Δ1-tetra-hydrocannabinol.1)
References
- 1)Enantioselective Diels-Alder reaction
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