Axially Chiral Brønsted Acid Catalyzed Transformations of Electrophilic Imines

Author(s): Pinaki S. Bhadury , Zhihua Sun .

Journal Name: Current Organic Chemistry

Volume 18 , Issue 1 , 2014

Become EABM
Become Reviewer


Conformationally rigid phosphoric acids derived from suitably substituted axially dissymmetric 1,1’-bi-2,2’-naphthol (BINOL) find wide application in organic synthesis. These chiral Brønsted acids are able to catalyze enantioselective transformations of electrophilic imines with both carbon-centered and other hetero nucleophiles to generate enantioenriched products of academic, industrial and biological significance. Selected examples of this transformation as well as catalytic action and stereochemical features of plausible transition state intermediates are discussed in the present review.

Keywords: Imine, Nucleophile, Asymmetric Organocatalysis, Dissymmetric BINOL, Chiral Brønsted Acids, Hydrogen-Bond, Enantiomeric Excess, Synthesis.

Rights & PermissionsPrintExport Cite as

Article Details

Year: 2014
Page: [127 - 150]
Pages: 24
DOI: 10.2174/138527281801140121154544

Article Metrics

PDF: 73