Abstract
A cobalt-diphosphine catalyst has been found to promote a formal [3 + 2] cycloaddition reaction between a cyclopropanol and an allene via cyclopropanol ring opening, which affords a 3-alkylidenecyclopentanol derivative with high regio- and diastereoselectivities. The reaction tolerates monosubstituted, 1,1-disubstituted, and 1,3-disubstituted allenes and various functional groups. The reaction is proposed to proceed through carbometalation of the allene with a cobalt homoenolate followed by intramolecular carbonyl allylation of the resulting allylcobalt species.
Original language | English |
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Pages (from-to) | 1973-1978 |
Number of pages | 6 |
Journal | ACS Catalysis |
Volume | 9 |
Issue number | 3 |
DOIs | |
Publication status | Published - 2019 Mar 1 |
Externally published | Yes |
Keywords
- allenes
- cobalt catalysis
- cycloaddition
- cyclopropanes
- homoenolate
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)