| Autor: |
Nguyen SS, Ferreira AJ, Long ZG, Heiss TK, Dorn RS, Row RD, Prescher JA |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2019 Nov 01; Vol. 21 (21), pp. 8695-8699. Date of Electronic Publication: 2019 Oct 17. |
| DOI: |
10.1021/acs.orglett.9b03298 |
| Abstrakt: |
A general method to synthesize substituted butenolides from hydroxymethylcyclopropenones is reported. Functionalized cyclopropenones undergo ring-opening reactions with catalytic amounts of phosphine, forming reactive ketene ylides. These intermediates can be trapped by pendant hydroxy groups to afford target butenolide scaffolds. The reaction proceeds efficiently in diverse solvents and with low catalyst loadings. Importantly, the cyclization is tolerant of a broad range of functional groups, yielding a variety of α- and γ-substituted butenolides. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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