The supersilyl group as a carboxylic acid protecting group: application to highly stereoselective aldol and Mannich reactions

超硅基作为羧酸保护基:在高度立体选择性羟醛缩合反应和曼尼希反应中的应用

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Abstract

“Super Power”: The application of the "supersilyl” group as carboxylic acid protecting group has been investigated. The unique properties of the “supersilyl” group enabled it to outperform typical carboxyl protecting groups, conferring extraordinary protection upon the carboxyl functionality. “Supersilyl” esters were also utilized for the first time as stable carboxylic acid synthetic equivalents in highly stereoselective aldol and Mannich reactions. The value of this methodology has been further described by the easy photo-deprotection protocol and its applications in rapid synthesis of polyketide subunits.

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