Highly stereoselective titanium-mediated aldol reactions from chiral α-silyloxy ketones. A reliable tool for the synthesis of natural products

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• 作者：Judit Esteve^a ; Carme Jimé ; nez^a ; Joaquim Nebot^a ; Javier Velasco^a ; Pedro Romea ; ^a ; ^{pedro.romea@ub.edu"" rel=""nofollow} ; Fè ; lix Urpí ; ; ^a ; ^{felix.urpi@ub.edu"" rel=""nofollow}
• 关键词：Stereoselective reactions ; Aldol reactions ; Titanium enolates ; Chiral ketones ; Natural product synthesis
• 刊名：Tetrahedron
• 出版年：2011
• 出版时间：19 August 2011
• 年：2011
• 卷：67
• 期：33
• 页码：6045-6056
• 全文大小：1252 K

文摘

Chiral α-silyloxy ketones participate in highly stereoselective TiCl₄-mediated aldol reactions that afford diastereomerically pure syn–syn adducts in high yield irrespective of the R¹ and R² substituents flanking the carbonyl or the silicon protecting group. Further manipulation of the resulting aldol adducts provide in a straightforward manner highly functionalized fragments that facilitate the synthesis of natural products.