The
asymmetric direct reductive amination of prochiral ketones
with aryl amines using 1-hydrosilatrane with a chiral Brønsted
acid catalyst is reported. This is the first known example of chiral
Brønsted acid-catalyzed asymmetric reductive amination using
a silane as the hydride source. The reaction features a highly practical
reducing reagent and proceeds efficiently at room temperature without
a specialized reaction setup or equipment to exclude air or moisture.
This method provides high conversion and enantiomeric excess up to
84% of the desired chiral secondary amines with minimal side products.
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