Journal
SYNLETT
Volume 28, Issue 18, Pages 2478-2482Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588451
Keywords
alkenes; conjugate addition; cycloheptene; strained molecules; silicon
Categories
Funding
- National Science Foundation [CHE-1362709]
- Margaret Strauss Kramer Fellowship from the NYU Department of Chemistry
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1362709] Funding Source: National Science Foundation
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Seven-membered- ring trans-alkenes containing a silicon-oxygen bond reacted rapidly with oxygen gas and electron-deficient alkenes and alkynes to give products with high selectivity. Addition of an electron-donating substituent or incorporating additional strain increased the reactivity by over two orders of magnitude. These results indicate that release of strain is not the only driving force for reactivity.
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