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Chirality-Amplifying, Dynamic Induction of Single-Handed Helix by Chiral Guests to Macromolecular Chiral Catalysts Bearing Boronyl Pendants as Receptor Sites.

07:00 EST 2nd March 2018 | BioPortfolio

Summary of "Chirality-Amplifying, Dynamic Induction of Single-Handed Helix by Chiral Guests to Macromolecular Chiral Catalysts Bearing Boronyl Pendants as Receptor Sites."

Helical chirality of poly(quinoxaline-2,3-diyl)s bearing a boronyl pendant at the 5-position of the quinoxaline ring was induced by condensation with chiral guests such as a diol, diamine, and amino alcohol. Reversible induction of a single-handed helical structure was achieved by using less than an equimolar amount of chiral amino alcohols to the boronyl pendants. Majority-rule-effect-based chiral amplification on the polyquinoxaline main chain was demon-strated with chiral amino alcohols with low enantiomeric excess (ee). The helical macromolecular scaffold whose helicity was thus induced was utilized in palladium-catalyzed asymmetric silaboration of meso-methylenecyclopropane (up to 92% ee) by introducing (diarylphosphino)phenyl pendants at their side chains.

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This article was published in the following journal.

Name: Journal of the American Chemical Society
ISSN: 1520-5126
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