期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 363, 期 9, 页码 2392-2395出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001339
关键词
boron; lactams; copper; building blocks; cross-coupling
资金
- EPSRC [EP/T009292/1]
- University of Sheffield
- Redbrick Molecular Ltd.
- EPSRC [EP/T009292/1] Funding Source: UKRI
The preparation of boronic ester gamma-lactams via a Cu-catalysed conjugate borylation-cyclisation protocol is reported, which can be performed in high enantioselectivity using a chiral catalyst. Further exploration of these reagents suggests that boronic esters have great potential as chemical building blocks.
Saturated heterocycles are found widely in biologically active compounds such as medicinal drugs and agrochemicals. However, boronic acid-derived building blocks for these structures have limited availability, particularly in comparison to heteroaromatic boronic acids. We report the preparation of boronic ester gamma-lactams through a Cu-catalysed conjugate borylation-cyclisation protocol. Using a chiral catalyst, this can be performed in high enantioselectivity. Exploration of the further transformations of these reagents suggest that the boronic esters have much potential as chemical building blocks.
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