A Novel Synthesis of Mono- and (1-Ctcloakenyl) Acetic Acid Derivatives via Ionization/Elimination of β-Lactones

References

• Cook , C. H. , Cho , Y. S. , Jew , S. S. , Suh , Y. G. and Kang , E. K. 1983 . Arch. Pharmacol. Res. , 6 : 45
   Google Scholar
• Smith , A. B. III , Toder , B. H. and Branca , S. J. 1984 . J. Am. Chan. Soc. , 106 : 3995
   Web of Science ®Google Scholar
• Lee , S. Y. , Kulkarni , Y. S. , Burbaum , B. W. , Johnston , M. I. and Snider , B. B. 1988 . J. Orq. Chem. , 53 : 1848
   Web of Science ®Google Scholar
• Sugahara , K. , Fujita , T. , Watanabe , S. and Suga , K. 1983 . J. Chem. Technol. Biotechnol., Chem. Technol. , 33A ( 2 ) : 109 Chem. Abstr. 1983, 99, 194457s.
   Google Scholar
• Suga , K. , Watanabe , S. and Fujita , T. 1983 . Kankyo Kagaka Kenkyu Hokoka , 8 : 29 Chem. Abstr. 1984, 101, 22957y.
   Google Scholar
• Rathke , M. W. 1970 . J. Am. Chem. Soc. , 92 : 3222
   Web of Science ®Google Scholar
• Wadsworth , W. S. Jr. 1977 . Org. React. , 25 : 73
   Web of Science ®Google Scholar
• Herrmann , J. L. , Kieczykowski , G. R. and Schlessinger , R. H. 1973 . Tetrahedron Lett. , : 2433
   Web of Science ®Google Scholar
• Rathke , M. W. and Sullivan , D. 1972 . Tetrahedron Lett. , 4249
   Google Scholar
• Black , T. H. and Maluleka , S. L. in press . Tetrahedron Lett. ,
   Google Scholar
• Black , T. H. , DuBay , W. J. and Tully , P. S. 1988 . J. Org. Chem. , 53 : 5922 and references cited therein.
   Web of Science ®Google Scholar
• Black , T. H. and Maluleka , S. L. unpublished results.
   Google Scholar
• IR (neat) 3310, 3016, 2931, 1704, 1469, 1215 cm−1; NMR (DMSO d6) δ 7.51 (br s, 1H, COOH), 5.50 (t, 1H, C˭CH), 2.77 (t, 1H, CHCOOH), 2.13 (e, 4H, allylic H), 1.48 (g, 10H, CH2), 0.82 (t, 3H, CH 3); TLC (EtOAc) Rf 0.69; exact mass calcd for C12H20O2.1464, obsd 196. 1461.
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