The Ultrasound-Promoted Aluminum Amalgam Reduction of Phthalimides to Hydroxy Lactams

References

• Undergraduate Research Participant
   Google Scholar
• Suslick , Kenneth S. 1990 . Science , 247 : 1373 Suslick, Kenneth S. Modern Synthetic Methods; Springer-Verlag: Berlin, 1986
   Web of Science ®Google Scholar
• Han , B. H. and Boudjouk , P. 1982 . J. Org Chem. , 47 : 5030 Repic, O., Vogt, S. Tetrahedron Lett. 1982, 23, 2729; Lindley, J., Mason, T. J., Lorimer, J. P. Ultrasonics, 1987, 25, 45; Suslick, K.S., Doktyz, S. J. J. Am. Chem. Soc. 1989, 111, 2342; Luche, J. L., Damiano, J. C. J. Am. Chem. Soc. 1980, 102, 7926
   Web of Science ®Google Scholar
• Suslick , K. S. and Johnson , R. E. 1984 . J. Am. Chem. Soc. , 106 : 6856 Boudjouk, P. Organometallics 1986, 5, 1257; Petrier, C, Luche, J. L. Tetrahedron Lett. 1987, 28, 2347, 2351
   Web of Science ®Google Scholar
• Sato , R. , Hagaoka , T. , Goto , T. and Saito , M. 1990 . Bull. Chem. Soc. Jpn. , 63 : 290
   Web of Science ®Google Scholar
• Adams , R. and Adam , E. W. 1941 . Org. Syn. Coll. , 1 : 459 Vol. 1, Buehler, C. A., Pearson, D. E. Survey of Organic Synthesis, Wiley: New York, 1974. pp 204–205
   Google Scholar
• Wislicenus , H. and Kaufmann , L. 1895 . Ber. , 28 : 1323
   Google Scholar
• Newman , M. S. 1961 . J. Org. Chem. , 26 : 582
   Web of Science ®Google Scholar
• Hart , D. J. 1980 . J. Am. Chem. Soc. , 102 : 397 Wijnberg, B. P., Speckamp, W. N. Tetrahedron Lett. 1980, 21, 1987; Nossin, P. M., Speckamp, W. N. Tetrahedron Lett. 1980, 21, 1991; Harding, K. E., Davis, C.S. Tetrahedron Lett. 1988, 29, 1891
   Web of Science ®Google Scholar
• Osby , J. O. , Martin , M. G. and Ganem , B. 1984 . Tetrahedron Lett. , 25 : 2093
   Web of Science ®Google Scholar
• Uhle , F. C. 1961 . J. Org. Chem. , 26 : 2998
   Web of Science ®Google Scholar
• Hubert , J. C. , Wijnberg , J. B. and Speckamp , W. N. 1975 . Tetrahedron , 31 : 1437
   Web of Science ®Google Scholar
• Horii , Z. , Iwata , C. and Tamura , Y. 1961 . J. Org. Chem. , 26 : 2273
   Web of Science ®Google Scholar
• Hart , D. J. and Tsai , Y. 1982 . J. Org. Chem. , 47 : 4403 Kim, M. Y., Weinreb, S. M. Tetrahedron Lett. 1979, 579; Oostveen, A. R., de Boer, J., Speckamp, W. N. Heterocycles, 1977, 7, 171; Winterfelt, E. Synthesis, 1975, 617
   Web of Science ®Google Scholar
• Thomas , E. W. , Rynbrandt , R. H. , Zimmerman , D. C. , Bell , L. T. , Muchmore , C. R. and Yankee , E. W. 1989 . J. Org. Chem. , 54 : 4535
   Web of Science ®Google Scholar
• Adams , L. L. and Luzzio , F. A. 1989 . J. Org. Chem. , 54 : 5387 The phthaloyl-substituted unsaturated ester substrate (1b, Table) mp 75–76°C was prepared in 88% yield by the reaction of 3-(N-phthaloyl)propionaldehyde, with (ethoxycarbonylnicthylidene) triphenylphosphorane (CH2Cl2/1h/40°). The compound exhibited satisfactory FT IR, 1H NMR and elemental analysis. The details of its preparation will be described elsewhere
   Web of Science ®Google Scholar
• Fieser , L. F. and Fieser , M. 1967 . Reagents for Organic Synthesis , Vol 1 , 21 New York : Wiley .
   Google Scholar
• Corey , E. J. and Chaykovsky , M. 1965 . J. Am. Chem. Soc. , 87 : 1345
   Web of Science ®Google Scholar
• Corey , E. J. , Vlattas , I. , Andersen , N. H. and Harding , K. 1968 . J. Am. Chem. Soc. , 90 : 3247
   PubMed Web of Science ®Google Scholar
• Weihe , G. R. and McMorris , T. C. 1978 . J. Org. Chem. , 43 : 3942 Corey, E.J., Ensley, H. J. Org. Chem. 1973, 38, 3187
   Web of Science ®Google Scholar
• Kennedy , R. M. , Abiko , A. and Masamune , S. 1988 . Tetrahedron Lett. , 29 : 447
   Web of Science ®Google Scholar
• Kuhn , R. and Winterstein , A. 1928 . Helv. Chim. Act. , 11 : 123 Kuhn, R., Fischer, H. Ber. 1961, 94, 3060
   Google Scholar
• Still , W. C. , Kahn , M. and Mitra , A. 1978 . J. Org. Chem. , 43 : 2923
   Web of Science ®Google Scholar