Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 36, Pages 14460-14466Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja206722t
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Funding
- U.S. National Science Foundation [CHE-1012270]
- Direct For Mathematical & Physical Scien [1012270] Funding Source: National Science Foundation
- Division Of Chemistry [1012270] Funding Source: National Science Foundation
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Strategies for the reductive cycloaddition of enals or enoates with alkynes have been developed. The enal-alkyne cycloaddition directly affords cyclopentenols, whereas the enoate-alkyne cycloaddition affords the analogous cyclopentenones. The mechanism of these processes likely involves formation and protonation of a metallacyclic intermediate. The general strategy provides a straightforward entry to five-membered ring products from simple, stable pi-systems.
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