Enantioselective Synthesis of α‐Aminosilanes by Copper‐Catalyzed Hydroamination of Vinylsilanes1. (4th December 2014)

• Record Type: Journal Article
• Authors: Niljianskul, Nootaree; Zhu, Shaolin; Buchwald, Stephen L.
• Is Part Of: Angewandte Chemie. Volume 127:Number 5(2015)
• Page Start: 1658
• Page End: 1661
• Publication Date: 2014-12-04
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201410326
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The synthesis of α‐aminosilanes by a highly enantio‐ and regioselective copper‐catalyzed hydroamination of vinylsilanes is reported. The system employs Cu‐DTBM‐SEGPHOS as the catalyst, diethoxymethylsilane as the stoichiometric reductant, and <italic>O</italic>‐benzoylhydroxylamines as the electrophilic nitrogen source. This hydroamination reaction is compatible with differentially substituted vinylsilanes, thus providing access to amino acid mimics and other valuable chiral organosilicon compounds.</p> </abstract>