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For reviews see: (a) Nocardicins Morin, R.B.; Gorman, M., Eds.; Academic Press, New York Chapter 3
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For reviews see: (a) Nocardicins: Kamiya, T.; Aoki, H.; Mine, Y. In Chemistry and Biology of β-Lactam Antibiotics; Morin, R.B.; Gorman, M., Eds.; Academic Press, New York, 1982; Vol. 2, Chapter 3.
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Acid chloride approach: (a) Kamiya, T.; Hashimoto, M.; Nakaguchi, O.; Oku, T. Tetrahedron 1979, 35, 323.
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0344680167
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(d) Nakaguchi, O.; Oku, T.; Takeno, H.; Hashimoto, M.; Kamiya, T. Chem. Pharm. Bull. 1987, 35, 3985.
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(e) Sharma, S.D.; Mehra, U.; Khurana, J.P.S.; Pandhi, S.B. Synthesis 1987, 990.
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(f) Chromium carbene complexes approach
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(f) Arrieta, A.; Lecea, B.; Cossio, F.P.; Palomo, C. J. Org. Chem., 1988, 53, 3784. Chromium carbene complexes approach:
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0026756882
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(h) Ester enolate approach
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(h) Narukawa, Y.; Juneau, K.; Snustad, D.; Miller, D.B.; Hegedus, L.S. J. Org. Chem. 1992, 57, 5453. Ester enolate approach:
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(d) Alcaide, B.; Martín-Cantalejo, Y.; Pérez-Castells, J.; Rodríguez-López, J.; Sierra, M.A.; Monge, A.; Pérez-García, V. J. Org. Chem., 1992, 57, 5921.
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0027076852
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(e) Palomo, C.; Cossio, F.P.; Cuevas, C.; Lecea, B.; Mielgo, A.; Roman, P.; Luque, A.; Martínez-Ripoll, M. J. Am. Chem. Soc. 1992, 114, 9360.
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(f) Jarayaman, M.; Deshmukh, A.R.A.S.; Bhawal, B.M. J. Org. Chem., 1994, 59, 5921.
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0028592546
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(g)
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(g) Alcaide, B.; Esteban, G.; Martín-Cantalejo, Y.; Plumet, J.; Rodríguez-López, J.; Monge, A.; Pérez-García, V. J. Org. Chem. 1994, 59, 7994.
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(a) Crich, D.; Eustace, K.A.; Ritchie, T.J. Heterocycles 1989, 28, 67.
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1542586402
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(b) For other radical decarbonylation of phenyl selenoesters, see
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(c) Pfenninger, J.; Heuberger, C.; Graf, W. Helv. Chim. Acta 1980, 63, 2328.
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35
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0003067028
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Very recently two reports on the generation and synthetic application of both α-amidoalkyl and α-aminoalkyl radicals have been reported. See: (a)
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Very recently two reports on the generation and synthetic application of both α-amidoalkyl and α-aminoalkyl radicals have been reported. See: (a) Stojanovic, A.; Renaud, Ph. Synlett., 1997, 181.
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Stojanovic, A.1
Renaud, Ph.2
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37
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0345111093
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note
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3SiH (2.2 mmol), and AIBN (0.2 mmol) was refluxed in dry benzene (40 mL) under argon. After completion of the reaction (t.l.c.), the solvent was evaporated to give an oil which was purified by flash chromatography to yield product 3. A four-fold excess of TTMSS was needed when selenoester was used as crude product.
-
-
-
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38
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0344248727
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note
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1H NMR using chiral shift reagents.
-
-
-
-
40
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0345542402
-
-
Radicals in C4 similar to 5 have been also described from 4-chloro-, 4-phenylseleno-, and 4-phenylthio-β-lactams, and their inter- and intramolecular coupling reactions studied. See, for example: (a)
-
Radicals in C4 similar to 5 have been also described from 4-chloro-, 4-phenylseleno-, and 4-phenylthio-β-lactams, and their inter- and intramolecular coupling reactions studied. See, for example: (a) Tonge, A.P.; Ward, P. Synthetic Commun., 1982, 12, 117.
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42
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(c) Blaszczack, L.C.; Kenneth Armour, H.; Halligan, N.G. Tetrahedron Lett., 1990, 31, 5693.
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43
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