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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Organocatalytic Application of Axially Dissymmetric BINOLs and their Conversion into Binaphthyl Phosphoric Acids

Author(s): Pinaki S. Bhadury, Yuanyong Yao and Yongguang He

Volume 16, Issue 15, 2012

Page: [1730 - 1753] Pages: 24

DOI: 10.2174/138527212802651313

Price: $65

Abstract

3,3’-disubstituted axially dissymmetric BINOLS, owing to their lower acidity have limited organocatalytic applications in stereoselective transformations. Nevertheless, they serve as potent and immediate precursors to much stronger Brønsted acids e.g. binaphthyl phosphoric acids. The review lists some suitably substituted and sterically demanding BINOLS, their use in organic transformations and possibility to convert them into stronger Bronsted acids as more effective organocatalysts.

Keywords: Asymmetric Organocatalysis, Dissymmetric BINOL, Chiral Phosphoric Acids, Hydrogen-Bond, Synthesis, stereoselective, nucleophile, electrophile, 1, 1’-binaphthyl-2, 2’-diols, enantioselective, allylboration


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