Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 22, Pages 8451-8455Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202000675
Keywords
1; 1-allyldiboron compounds; asymmetric catalysis; copper; ketones; quaternary carbon centers
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Funding
- NIGMS NIH HHS [R01 GM116987] Funding Source: Medline
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A catalytic diastereo- and enantioselective method for the preparation of complex tertiary homoallylic alcohols containing a vicinal quaternary carbon stereogenic center and a versatile alkenylboronic ester is disclosed. Transformations are promoted by 5 mol % of a readily available copper catalyst bearing a bulky monodentate phosphoramidite ligand, which is essential for attaining both high dr and er. Reactions proceed with a wide variety of ketones and allylic 1,1-diboronate reagents, which enables the efficient preparation of diverse array of molecular scaffolds.
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