Tetrahedron letters

Stereoselective construction of a quaternary carbon substituted with multifunctional groups: application to the concise synthesis of (+)-ethosuximide

…, T Suzuki, K Sekiguchi, S Hosokawa, S Kobayashi

文献索引：Abe, Tomoaki; Suzuki, Tatsuo; Sekiguchi, Kazuhiko; Hosokawa, Seijiro; Kobayashi, Susumu Tetrahedron Letters, 2003 , vol. 44, # 52 p. 9303 - 9305

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被引用次数: 30

摘要

Synthetically useful β, γ-unsaturated carbonyl compounds having a quaternary carbon at the α-position were prepared with high stereoselectivity by the reaction of a dienolate anion derived from α, β-unsaturated imide having a chiral auxiliary and electrophiles (ethyl acetate and allyl iodide as the C2 and C3 unit, respectively). This method was applied to a short asymmetric synthesis of (+)-ethosuximide.