Chiral BINOL-derived phosphoric acids: privileged Brønsted acid organocatalysts for C-C bond formation reactions.

@article{Zamfir2010ChiralBP,
  title={Chiral BINOL-derived phosphoric acids: privileged Br{\o}nsted acid organocatalysts for C-C bond formation reactions.},
  author={Alexandru Zamfir and Sebastian Schenker and Matthias Freund and Svetlana B. Tsogoeva},
  journal={Organic \& biomolecular chemistry},
  year={2010},
  volume={8 23},
  pages={
          5262-76
        }
}
BINOL-derived phosphoric acids have emerged during the last five years as powerful chiral Brønsted acid catalysts in many enantioselective processes. The most successful transformations carried out with chiral BINOL phosphates include C-C bond formation reactions. The recent advances have been reviewed in this article with a focus being placed on hydrocyanations, aldol-type, Mannich, Friedel-Crafts, aza-ene-type, Diels-Alder, as well as cascade and multi-component reactions. 

Paper Mentions

Chiral BINOL-Derived Phosphoric Acids: Privileged Broensted Acid Organocatalysts for C—C Bond Formation Reactions.
Review: application in hydrocyanation, aldol-type, Mannich, Friedel—Crafts, aza-ene-type, Diels—Alder, cascade, and multi-component reactions; ca. 110 refs.
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Direct Interconversion of BINOL and H8-BINOL-Based Chiral Brønsted Acids Using Single-Step Red/Ox Manipulations.
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Chiral phosphoric acid-catalysed Friedel–Crafts alkylation reactions of indoles, pyrrole and 3-(dimethylamino)phenol with racemic spiro indolin-3-ones have been realised. With 5 mol% (S)-TRIP,Expand
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TLDR
The first catalytic enantioselective Prins cyclization is disclosed, which affords the hexahydro-1H-benzo[f]isochromenes products with three new contiguous stereogenic centers in high yields, and good enantio- and excellent diastereoselectivities. Expand
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