Pseudoesters and derivatives. XXX. Synthesis of 5-substituted furan-2(5H)-ones by the regiospecific reaction of anions of enaminofuranones with electrophiles
Reactions of lithium enolates 2a,b derived from 5-methoxy(or 5-ethylthio)-4-(pyrrolidin-1-yl)- furan-2(5H)-ones (1a,b) with various electrophiles, such as alkylating agents, aldehydes, phenyl isocyanate, acyl chlorides, and trimethylsilyl chloride, occur regiospecifically to give the corresponding 5-substituted derivatives in synthetically useful yields. Reaction of 2a,b (a, Y = OMe, b, Y = SEt) with electrophiles (E = RX, RCHO, PhNCO, RCOCl, Me3SiCl) affords the 5-substituted derivative in a regiospecific manner.
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| Main Authors: | , , , , |
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| Format: | artículo biblioteca |
| Language: | English |
| Published: |
Elsevier
1991
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| Online Access: | http://hdl.handle.net/10261/243557 |
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