Enantiopure 1,4-Diols and 1,4-Aminoalcohols via Stereoselective Acyclic Sulfoxide鈭扴ulfenate Rearrangement

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• 作者：Roberto Ferna虂ndez de la Pradilla ; Ignacio Colomer ; Mercedes Uren虄a ; Alma Viso
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：May 6, 2011
• 年：2011
• 卷：13
• 期：9
• 页码：2468-2471
• 全文大小：767K
• 年卷期：v.13,no.9(May 6, 2011)
• ISSN：1523-7052

文摘

Treatment of acyclic 伪-hydroxy and 伪-tosylamino sulfinyl dienes with amines affords enantiopure 1,4-diol or 1,4-hydroxysulfonamide derivatives in good yields and diastereoselectivities. This one-pot procedure entails a conjugate addition that triggers a diastereoselective sulfoxide鈭抯ulfenate [2,3]-sigmatropic rearrangement.