Enantioselective Construction of Quaternary Stereogenic Centers from Tertiary Boronic Esters: Methodology and Applications

Enantioselective Construction of Quaternary Stereogenic Centers from Tertiary Boronic Esters: Methodology and Applications

Pin it down: A range of substrates that bear versatile functional groups with quaternary stereogenic centers have been prepared with very high enantioselectivity from tertiary boronic esters (see scheme; Cb=N,N‐diisopropylcarbamoyl, pin=pinacolato). The preparation of allylboronic esters bearing con...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-04, Vol.50 (16), p.3760-3763
Hauptverfasser: Sonawane, Ravindra P., Jheengut, Vishal, Rabalakos, Constantinos, Larouche-Gauthier, Robin, Scott, Helen K., Aggarwal, Varinder K.
Format: Artikel
Sprache:eng
Schlagworte:
borates
chirality
natural products
olefination
stereogenic centers
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Zusammenfassung:Pin it down: A range of substrates that bear versatile functional groups with quaternary stereogenic centers have been prepared with very high enantioselectivity from tertiary boronic esters (see scheme; Cb=N,N‐diisopropylcarbamoyl, pin=pinacolato). The preparation of allylboronic esters bearing contiguous quaternary and tertiary stereogenic centers, and applications to natural product synthesis are also reported.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201008067