Commenced in January 2007
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Paper Count: 1
Search results for: allylamines
1 Asymmetric Synthesis of β- and γ-Borylated Amines via Rh-Catalyzed Hydroboration of Allylamine Derivatives
Authors: Rukshani Wickrama-Arachchi, Tanner Metz, James M. Takacs
Abstract:
Amines bearing γ-stereocenters are important structural motifs found in many biologically active compounds. Regioselective Rh-catalyzed asymmetric hydroboration of acyclic allylamines is used to synthesize amines bearing chiral β- and γ-boronic esters yields up to 70% with 98:2 enantioselectivity. The major enantiomeric outcome can be independent of starting alkene geometry, revealing that cis/trans-isomerization of alkene can occur before hydroboration. Stereospecific transformations of the newly generated C-B bond illustrates the utility of these chiral synthons.Keywords: allylamines, borylated amines, chiral amines, hydroboration, rhodium-catalysis
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