Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 41, Issue 11, Pages 4467-4475Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc202105002
Keywords
N-heterocyclic carbene; chiral organosilanes; asymmetric catalysis; beta-silyl enone; acetate
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Funding
- National Natural Science Foundation of China [21602105]
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The asymmetric synthesis of chiral organosilanes was achieved through a novel synthetic strategy, showing promising results and potential applications in the future.
Asymmetric synthesis of chiral organosilanes with a potential application was realized by N-heterocyclic carbene-catalyzed [4+2] annulation of acetates and beta-silyl enones. This strategy exhibits easy to obtain raw materials, mild reaction conditions, good substrate tolerance, simple operation and so on. Notably, excellent yield and enantioselectivity were also observed with expanding the reaction scale by 10 times. The target product showed excellent results in hydrogenation reduction. Moreover, the hypolipidemic drug ezetimibe was obtained through the synthetic transformation of the resulting products.
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