Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 14, Pages 4295-4298Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201410752
Keywords
alkenes; cycloheptenes; medium-ring compounds; silicon; strained molecules
Categories
Funding
- United States National Science Foundation [CHE-1362709]
- National Science Foundation Graduate Research Fellowship [DGE-1342536]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1362709] Funding Source: National Science Foundation
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The isolation and characterization of a trans-oxasilacycloheptene is reported. Single-crystal X-ray crystallographic studies indicate a high level of strain and deviation from ideal geometry. Reactions with several electrophiles demonstrated the nucleophilicity of the C=C double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.
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