By Magnus Rueping, Dixit Parmar, Erli Sugiono
A much-needed evaluation of the synthesis of chiral Brønsted acids and their functions in a variety of natural differences.
The across the world well-known and hugely revered specialist authors summarize the main major advances during this new and dynamically progressing box, with a distinct emphasis on BINOL-derived phosphoric acids. additionally they describe different catalysts, resembling C-H, TADDOL-derived Brønsted, and sulfonic acids. for simple navigation, the chapters are equipped within the first example in response to reactive intermediate after which sub-divided by means of response type.
An appendix with chosen experimental information for benign and straight-forward strategies rounds of the e-book, making this the number-one info resource for natural chemists in academia and undefined.
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Additional resources for Asymmetric Bronsted Acid Catalysis
4 Pictet–Spengler Reactions The Pictet–Spengler reaction is a cascade process that represents an important subsection within Friedel–Crafts reactions for the synthesis of polycyclic motifs. 48) . It was shown that the presence of a doubly substituted ester carbon center was a requirement, which aided the cyclization process to occur. The esters, however, could be diastereoselectively functionalized, allowing access to a further stereocenter with excellent selectivity. 49. 48 Pictet–Spengler reaction by List .
3 Non-Indole Aromatic Partners Historically, indoles are known to perform extremely well under Brønsted acid catalysis, and so, the use of non-indole partners is scarcely seen. 45) . 44 Friedel–Crafts reaction of CF3 -containing ketimines by Bolm . 45 Friedel–Crafts reaction of non-indole aromatics by Terada . 39 40 2 Reactions of Imines The beneﬁt of using furan as a coupling partner is that it is a highly versatile compound that can be transformed into various functional groups, which was also shown by Terada.
2). Lee has investigated into a chiral sulfonimide catalyst (BA 9), which generally provides good selectivities but is intolerant to alkyl imines . In 2010, Terada developed a tartaric-acid-based catalyst (BA 10); however, only low to modest enantioselectivities could be achieved . Finally, Jiang and Zhang have described a double axially chiral bisphosphorylimide catalyst (NPA 2), which shows extremely high activity for both aryl and alkyl imines . A rather unique example of the utilization of a Friedel–Crafts reaction was shown by Enders in a two-step cascade process toward the synthesis of isoindolines.