References
- Harvard University Traveling Scholar at the ETH in Zurich. Current address: Department of Chemistry , New Haven, CT, , U. S. A. : Yale University . P. O. Box 6666, 06511
- Rando , R. R. 1974 . Biochemistry , 13 : 3859 For α-vinylglycine see
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- Soper , T. S. , Manning , J. M. , Marcotte , P. A. and Walsh , C. T. 1977 . Ibid. , 252 : 1571
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- Maycock , A. L. , Aster , S. D. and Patchett , A. A. 1978 . Enzyme-Activated Irreversible Inhibitors , Edited by: Seiler , N. 211 – 220 . Elsevier, North Holland . For α-vinyl-DOPA, and α-vinyl-m-tyrosine see
- Maycock , A. L. , Aster , S. D. and Patchett , A. A. 1979 . Developments in Biochemistry , 6 : 115
- Jung , M. J. , Palfreyman , M. G. , Ribereau-Gayon , G. , Bey , P. , Metcalf , B. W. , Koch-Weser , J. and Sjoerdsma , A. 1979 . Ibid. , 6 : 131
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- Danzin , C. , Casara , P. , Claverie , N. and Metcalf , B. W. 1981 . J. Med. Chem. , 24 : 16 For α-vinylomithine see
- Tendler , S. J. B. , Threadgill , M. D. and Tisdale , M. J. 1987 . J. Chem. Soc. Perkin Trans. I , : 2617 For an example of competitive inhibition with α-vinylserine see
- Metcalf , B. W. and Bonilavri , E. 1978 . J. Chem. Soc. Chem. Commun. , : 914 For α-vinylation approaches see
- Steglich , W. and Wegmann , H. 1980 . Synthesis , : 481
- Sawada , S. , Nakayama , T. , Esaki , N. , Tanaka , H. , Soda , K. and Hill , R. K. 1986 . J. Org. Chem. , 51 : 3384
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- Schöllkopf , U. , Nozulak , J. and Groth , U. 1984 . Tetrahedron , 40 : 1409
- Taub , D. and Patchett , A. A. 1977 . Tetrahedron Lett. , : 2725 For alternative approaches see
- Metcalf , B. W. and Jund , K. 1978 . Ibid. , : 3689
- Greenlee , W. J. , Taub , D. and Patchett , A. A. 1978 . Ibid , : 3999
- Castelhano , A. L. , Home , S. , Billedeau , R. and Krantz , A. 1986 . Ibid. , 27 : 2435
- Munster , P. and Steglich , W. 1987 . Synthesis , : 223
- Castelhano , A. L. , Home , S. , Taylor , G. J. , Billedeau , R. and Krantz , A. 1988 . Tetrahedron , 44 : 5451
- Vyas , D. M. , Chiang , Y. and Doyle , T. W. 1984 . J. Org. Chem. , 49 : 2037
- Fitzner , J. F. , Pratt , D. V. and Hopkins , P. B. 1985 . Tetrahedron Lett. , 26 : 1959
- Hanessian , S. and Sahoo , S. P. 1984 . Ibid. , 25 : 1425
- Pellicciari , R. , Natalini , B. and Marinozzi , M. 1988 . Syn. Commun. , 18 : 1715
- Rapoport , H. and Afzali-Ardakani , A. 1980 . J. Org. Chem. , 45 : 4817
- Weber , T. , Aeschimann , R. , Maetzke , T. and Seebach , D. 1986 . Helv. Chim. Acta , 69 : 1365 and references 4 and 11
- There is one report of a direct vinylation of diethyl acetamidomalonate with ethylene and a PdII catalyst (ref. 4). However, the product, a previously well-characterized compound (see ref. 6c), was claimed to be “unstable”
- Krapcho , A. P. and Dundulis , E. A. 1976 . Tetrahedron Lett. , : 2205
- Scarborough , R. M. and Smith , A. B. III . 1977 . Ibid. , : 4361
- Barton , D. H. R. , Crich , D. , Herve , Y. , Potier , P. and Thiery , J. 1985 . Tetrahedron , 47 : 4347
- Brenner , M. and Huber , W. 1953 . Helv. Chim. Acta , 36 : 1109