The Reaction of Coumalic Acid with Benzoquinone: Formation of a Spirobutenolide

References

• Shusherina , N. P. 1974 . Russ. Chem. Rev. , 43 : 851
   Google Scholar
• Bosshard , P. , Fumagalli , S. , Good , R. , Trueb , W. , Phillips‐born , W. v. and Eugster , C. H. 1964 . Helv. Chim. Acta , 47 : 796 A. Bahl and W. Kemp, J. Chem. Soc., (C) 2268 (1971)
   Web of Science ®Google Scholar
• Composition established by satisfactory CH analysis
   Google Scholar
• Based on recovered starting material
   Google Scholar
• IR, NMR, and mass spectra are in accord with the structure
   Google Scholar
• Horaguchi , T. , Shimiza , T. and Abe , T. 1976 . Bull. Chem. Soc. Japan , 49 : 737
   Web of Science ®Google Scholar
• The hydroxyl hydrogen appears to be statistically disordered between the two positions given for atoms Ha and Ha. The final cycle of refinement gave R1 and R2 both equal to 0.036
   Google Scholar
• Cain , D. and Smith , T. L. 1980 . J. Am. Chem. Soc. , 102 : 7568 R. C. Larock, B. Riefling, and C. A. Fellows, J. Org. Chem., 43, 131 (1978)
   Web of Science ®Google Scholar
• Eugster , C. H. and Bosshard , P. 1963 . Helv. Chim. Acta , 46 : 815
   Web of Science ®Google Scholar
• It has been reported recently11 that the reaction of ethyl 4‐oxobutynoate with furan gives a Diels‐Alder adduct under neutral conditions and a Michael adduct under acidic ones
   Google Scholar
• Gorgues , A. , Simon , A. , Le Coq , A. and Corre , F. 1981 . Tetrahedron Lett. , 22 : 625
   Web of Science ®Google Scholar