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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.
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Ravindra P. Sonawane
Vishal Jheengut
Constantinos Rabalakos
Angewandte Chemie International Edition
University of Bristol
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Sonawane et al. (Fri,) studied this question.
www.synapsesocial.com/papers/69d843b005ee2ba81dbef627 — DOI: https://doi.org/10.1002/anie.201008067