Remote induction of stereoselective 1,2-addition of aryl Grignard reagents to 尾-sulfinyl enones

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• 作者：Toshinori Nakakita ; Motofumi Miura ; Masaharu Toriyama ; Shigeyasu Motohashi ; Mikhail V. Barybin
• 关键词：Chiral sulfoxide ; Diastereoselectivity ; Arylation ; Grignard reagent
• 刊名：Tetrahedron Letters
• 出版年：29 January, 2014
• 年：2014
• 卷：55
• 期：5
• 页码：1090-1092
• 全文大小：590 K

文摘

Optically active tert-allylic alcohols constitute important and often challenging targets in organic synthesis. In this work, we employed a 尾-sulfinyl moiety as a remote chiral auxiliary to effect asymmetric 1,2-addition of aryl Grignard reagents to enones to form a variety of optically active tert-allylic alcohols. The absolute configuration of a representative alcohol product was determined by X-ray crystallography.