Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 8, Pages 4245-4251Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202013041
Keywords
desymmetrization; dihydrosilanes; enantioselectivity; monohydrosilane; rhodium
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Funding
- National Natural Science Foundation of China [21625104, 21971133]
- National Key Research & Development Program of China [2017YFA0505203]
- China Postdoctoral Science Foundation [2017M610074]
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A Rh-catalyzed desymmetrization of dihydrosilanes under simple and mild conditions provides easy access to a range of chiral monohydrosilanes with good yields and excellent enantioselectivities (up to >99% ee). These monohydrosilanes serve as a useful platform to access stereogenic silicon compounds and probe silicon stereochemistry.
The preparation of chiral monohydrosilanes remains a rarely achieved goal. To this end a Rh-catalyzed desymmetrization of dihydrosilanes by way of intramolecular C(sp(2))-H functionalization under simple and mild conditions has now been developed. This method provides easy access to a broad range of chiral monohydrosilanes in good yields with excellent enantioselectivities (up to >99 % ee). The resulting monohydrosilanes constitute a good platform to access stereogenic silicon compounds, as well as useful compounds to probe silicon stereochemistry.
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