Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 3, Pages 1102-1107Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201508959
Keywords
allenes; boron; copper; cross-coupling; imines
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Funding
- University of Manchester
- EPSRC (Established Career Fellowship)
- EPSRC (DTA Studentship)
- Engineering and Physical Sciences Research Council [EP/P001386/1, 1653669, 1093835] Funding Source: researchfish
- EPSRC [EP/P001386/1] Funding Source: UKRI
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A copper-catalyzed three-component coupling of allenes, bis(pinacolato)diboron, and imines allows regio-, chemo-, and diastereoselective assembly of branched ,-substituted--boryl homoallylic amines, that is, products bearing versatile amino, alkenyl, and borane functionality. Alternatively, convenient oxidative workup allows access to -substituted--amino ketones. A computational study has been used to probe the stereochemical course of the cross-coupling.
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