Abstract:
:The straightforward synthesis of a series of enantiomerically pure Lewis basic amides by simple condensation of commercially available enantiopure diamines with picolinic acid is reported. These compounds were shown to promote the enantioselective reduction of ketoimines with trichlorosilane. Working with the model substrate N-phenyl benzophenone imine, the new organocatalysts led to the formation of the corresponding amine, with excellent chemical efficiency (up to 99% chemical yield) and good stereoselectivity (up to 73% ee). Up to 83% of enantioselectivity was reached in the reduction of differently substituted imines.
journal_name
Chiralityjournal_title
Chiralityauthors
Guizzetti S,Benaglia M,Cozzi F,Rossi S,Celentano Gdoi
10.1002/chir.20615subject
Has Abstractpub_date
2009-01-01 00:00:00pages
233-8issue
1eissn
0899-0042issn
1520-636Xjournal_volume
21pub_type
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