-
1
-
-
0030028910
-
-
For recent reviews on β-lactam antibotics, see: (a) Berko, A. H. Tetrahedron 1996, 52, 331. (b) The Organic Chemistry of β-Lactams; Georg, G I., Ed.; VCH Publications, Inc.: New York, 1993 and references cited therein. (c) Neuhaus, F. C.; Georgopapadakou, N. H. In Emerging Targets in Antibacterial and Antifungal Chemotherapy; Sutcliffe, J., Georgopapadakou, N. H., Eds.; Chapman and Hall: New York, 1992. (d) Georgopapadakou, N. H. Antimicrobial Agents Ann. 1988, 3, 409.
-
(1996)
Tetrahedron
, vol.52
, pp. 331
-
-
Berko, A.H.1
-
2
-
-
0030028910
-
-
VCH Publications, Inc.: New York, and references cited therein
-
For recent reviews on β-lactam antibotics, see: (a) Berko, A. H. Tetrahedron 1996, 52, 331. (b) The Organic Chemistry of β-Lactams; Georg, G I., Ed.; VCH Publications, Inc.: New York, 1993 and references cited therein. (c) Neuhaus, F. C.; Georgopapadakou, N. H. In Emerging Targets in Antibacterial and Antifungal Chemotherapy; Sutcliffe, J., Georgopapadakou, N. H., Eds.; Chapman and Hall: New York, 1992. (d) Georgopapadakou, N. H. Antimicrobial Agents Ann. 1988, 3, 409.
-
(1993)
The Organic Chemistry of β-Lactams
-
-
Georg, G.I.1
-
3
-
-
0030028910
-
-
Sutcliffe, J., Georgopapadakou, N. H., Eds.; Chapman and Hall: New York
-
For recent reviews on β-lactam antibotics, see: (a) Berko, A. H. Tetrahedron 1996, 52, 331. (b) The Organic Chemistry of β-Lactams; Georg, G I., Ed.; VCH Publications, Inc.: New York, 1993 and references cited therein. (c) Neuhaus, F. C.; Georgopapadakou, N. H. In Emerging Targets in Antibacterial and Antifungal Chemotherapy; Sutcliffe, J., Georgopapadakou, N. H., Eds.; Chapman and Hall: New York, 1992. (d) Georgopapadakou, N. H. Antimicrobial Agents Ann. 1988, 3, 409.
-
(1992)
Emerging Targets in Antibacterial and Antifungal Chemotherapy
-
-
Neuhaus, F.C.1
Georgopapadakou, N.H.2
-
4
-
-
0024247254
-
-
For recent reviews on β-lactam antibotics, see: (a) Berko, A. H. Tetrahedron 1996, 52, 331. (b) The Organic Chemistry of β-Lactams; Georg, G I., Ed.; VCH Publications, Inc.: New York, 1993 and references cited therein. (c) Neuhaus, F. C.; Georgopapadakou, N. H. In Emerging Targets in Antibacterial and Antifungal Chemotherapy; Sutcliffe, J., Georgopapadakou, N. H., Eds.; Chapman and Hall: New York, 1992. (d) Georgopapadakou, N. H. Antimicrobial Agents Ann. 1988, 3, 409.
-
(1988)
Antimicrobial Agents Ann.
, vol.3
, pp. 409
-
-
Georgopapadakou, N.H.1
-
5
-
-
0022541882
-
-
(a) Melillo, D. G.; Cretovich, R. J.; Ryan, K. M.; Sletzinger, M. J. Org. Chem. 1986, 51, 1498.
-
(1986)
J. Org. Chem.
, vol.51
, pp. 1498
-
-
Melillo, D.G.1
Cretovich, R.J.2
Ryan, K.M.3
Sletzinger, M.4
-
6
-
-
0019834818
-
-
(b) Karady, S.; Amato, J. S.; Reamer, R. A.; Weinstock, L. M. J. Am. Chem. Soc. 1981, 103, 6765.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 6765
-
-
Karady, S.1
Amato, J.S.2
Reamer, R.A.3
Weinstock, L.M.4
-
7
-
-
0019168718
-
-
(c) Saltzmann, T. N.; Ratcliffe, R. W.; Christensen, B. G.; Bouffard, F. A. J. Am. Chem. Soc. 1980, 102, 6161.
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 6161
-
-
Saltzmann, T.N.1
Ratcliffe, R.W.2
Christensen, B.G.3
Bouffard, F.A.4
-
8
-
-
10344232986
-
-
Morin, R. B., Gorman, M., Eds.; Academic Press: New York
-
(d) Ratcliffe, R. W.; Albers-Schönberg, G. In Chemistry and Biology of β-Lactam Antibiotics; Morin, R. B., Gorman, M., Eds.; Academic Press: New York, 1982; Vol. 2, pp 217-314.
-
(1982)
Chemistry and Biology of β-Lactam Antibiotics
, vol.2
, pp. 217-314
-
-
Ratcliffe, R.W.1
Albers-Schönberg, G.2
-
9
-
-
0018343188
-
-
(e) Kahan, J. S.; Kahan, F.; Goegelman, R.; Currie, S. A.; Jackson, M.; Stapely, E. O.; Miller, T. W.; Miller, A. K.; Hendin, D.; Mochales, S.; Hernandez, S.; Woodruff, H. B.; Birnbaum, J. J. Antihiot. 1979, 32, 1.
-
(1979)
J. Antihiot.
, vol.32
, pp. 1
-
-
Kahan, J.S.1
Kahan, F.2
Goegelman, R.3
Currie, S.A.4
Jackson, M.5
Stapely, E.O.6
Miller, T.W.7
Miller, A.K.8
Hendin, D.9
Mochales, S.10
Hernandez, S.11
Woodruff, H.B.12
Birnbaum, J.13
-
11
-
-
0002662579
-
-
Shih, D. H.; Baker, F.; Cama, L.; Christensen, B. G. Heterocycles 1984, 21, 29.
-
(1984)
Heterocycles
, vol.21
, pp. 29
-
-
Shih, D.H.1
Baker, F.2
Cama, L.3
Christensen, B.G.4
-
13
-
-
0027402862
-
-
See also, ref 7a
-
(b) Rao, V. S.; Fung-Tomc, J. C.; Desiderio, J. V. J. Antibiot. 1993, 46, 167. See also, ref 7a.
-
(1993)
J. Antibiot.
, vol.46
, pp. 167
-
-
Rao, V.S.1
Fung-Tomc, J.C.2
Desiderio, J.V.3
-
14
-
-
0029967487
-
-
(a) Camerini, R.; Panunzio, M.; Bonanomi, G.; Donati, D.; Perboni, A. Tetrahedron Lett. 1996, 37, 2467.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 2467
-
-
Camerini, R.1
Panunzio, M.2
Bonanomi, G.3
Donati, D.4
Perboni, A.5
-
15
-
-
0029047737
-
-
(b) Di Fabio, R.; Feriani, A.; Gaviraghi, G.; Rossi, T. Bioorg. Med. Chem. Lett. 1995, 5, 1235.
-
(1995)
Bioorg. Med. Chem. Lett.
, vol.5
, pp. 1235
-
-
Di Fabio, R.1
Feriani, A.2
Gaviraghi, G.3
Rossi, T.4
-
16
-
-
0028942511
-
-
(c) Padova, A.; Roberts, S. M.; Donati, D.; Marchioro, C.; Perboni, A. J. Chem. Soc., Chem. Commun. 1995, 661.
-
(1995)
J. Chem. Soc., Chem. Commun.
, pp. 661
-
-
Padova, A.1
Roberts, S.M.2
Donati, D.3
Marchioro, C.4
Perboni, A.5
-
17
-
-
0028265575
-
-
(d) Padova, A.; Roberts, S. M.; Donati, D.; Perboni, A.; Rossi, T. J. Chem. Soc, Chem. Commun. 1994, 441.
-
(1994)
J. Chem. Soc, Chem. Commun.
, pp. 441
-
-
Padova, A.1
Roberts, S.M.2
Donati, D.3
Perboni, A.4
Rossi, T.5
-
18
-
-
0343786845
-
-
Bentley, H. H., Ponsford, R., Eds; The Royal Society of Chemistry, T. Graham House: Cambridge, U.K.
-
(e) Perboni, A.; Tamburini, B.; Rossi, T.; Donati, D.; Tarzia, G.; Gaviraghi, G. In Recent Advances in the Chemistry of Anti-Infective Agents; Bentley, H. H., Ponsford, R., Eds; The Royal Society of Chemistry, T. Graham House: Cambridge, U.K., 1992; p 21.
-
(1992)
Recent Advances in the Chemistry of Anti-Infective Agents
, pp. 21
-
-
Perboni, A.1
Tamburini, B.2
Rossi, T.3
Donati, D.4
Tarzia, G.5
Gaviraghi, G.6
-
19
-
-
3643056371
-
-
Eur. Pat. Appl. EP 416 953 (cl. C07D477/00), 13 March 1991.
-
(f) Tamburini, B.; Perboni, A.; Rossi, T.; Donati, D.; Andreotti, D.; Gaviraghi, G.; Carlesso, R.; Bismara, C. Eur. Pat. Appl. EP 416 953 (cl. C07D477/00), 13 March 1991. Chem. Abstr. 1992, 116. 235 337t. Perboni, A.; Bismara, C.; Pentassuglia, G. Eur. Pat. Appl. EP 0 466 509.
-
(1992)
Chem. Abstr.
, vol.116
-
-
Tamburini, B.1
Perboni, A.2
Rossi, T.3
Donati, D.4
Andreotti, D.5
Gaviraghi, G.6
Carlesso, R.7
Bismara, C.8
-
20
-
-
10344249719
-
-
Eur. Pat. Appl. EP 0 466 509
-
(f) Tamburini, B.; Perboni, A.; Rossi, T.; Donati, D.; Andreotti, D.; Gaviraghi, G.; Carlesso, R.; Bismara, C. Eur. Pat. Appl. EP 416 953 (cl. C07D477/00), 13 March 1991. Chem. Abstr. 1992, 116. 235 337t. Perboni, A.; Bismara, C.; Pentassuglia, G. Eur. Pat. Appl. EP 0 466 509.
-
-
-
Perboni, A.1
Bismara, C.2
Pentassuglia, G.3
-
21
-
-
0028106176
-
-
Di Modugno, E.; Erbetti, I.; Ferrari, L.; Galassi, G.; Hammond, S. H.; Xerri, L. Antimicrob. Agents Chemother. 1994, 38, 2362.
-
(1994)
Antimicrob. Agents Chemother.
, vol.38
, pp. 2362
-
-
Di Modugno, E.1
Erbetti, I.2
Ferrari, L.3
Galassi, G.4
Hammond, S.H.5
Xerri, L.6
-
24
-
-
0027745746
-
-
(c) Hanessian, S.; Couture, C. A.; Georgopapadakou, N. Bioorg. Med. Chem. Lett. 1993, 3, 2323.
-
(1993)
Bioorg. Med. Chem. Lett.
, vol.3
, pp. 2323
-
-
Hanessian, S.1
Couture, C.A.2
Georgopapadakou, N.3
-
25
-
-
0026536595
-
-
(d) Sumi, K.; Di Fabio, R.; Hanessian, S. Tetrahedron Lett. 1992, 33, 749.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 749
-
-
Sumi, K.1
Di Fabio, R.2
Hanessian, S.3
-
27
-
-
0025288786
-
-
(f) Hanessian, S.; Desilets, D.; Bennani, Y. L. J. Org. Chem. 1990, 55, 3098.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 3098
-
-
Hanessian, S.1
Desilets, D.2
Bennani, Y.L.3
-
28
-
-
0013597656
-
-
van der Groot, H., Domany, G., Pallos, L., Timmerman, H., Eds.; Elsevier: Amsterdam
-
(g) Hanessian, S.; Desilets, D. In Trends in Medicinal Chemistry; van der Groot, H., Domany, G., Pallos, L., Timmerman, H., Eds.; Elsevier: Amsterdam, 1989; p 165.
-
(1989)
Trends in Medicinal Chemistry
, pp. 165
-
-
Hanessian, S.1
Desilets, D.2
-
30
-
-
0000629001
-
-
See also, ref 10
-
(i) Hanessian, S.; Bedeschi, A.; Battistini, C.; Mongelli, N. J. Am. Chem. Soc. 1985, 107, 1438. See also, ref 10.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 1438
-
-
Hanessian, S.1
Bedeschi, A.2
Battistini, C.3
Mongelli, N.4
-
31
-
-
0029936143
-
-
(a) Ghiron, C.; Piga, E.; Rossi, T.; Tamburini, B.; Thomas, R. J. Tetrahedron Lett. 1996, 37, 3891.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 3891
-
-
Ghiron, C.1
Piga, E.2
Rossi, T.3
Tamburini, B.4
Thomas, R.J.5
-
32
-
-
0029146084
-
-
(b) Rossi, T.; Biondi, S.; Contini, S.; Thomas, R. J.; Marchioro, C. J. Am. Chem. Soc. 1995, 117, 9604.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 9604
-
-
Rossi, T.1
Biondi, S.2
Contini, S.3
Thomas, R.J.4
Marchioro, C.5
-
33
-
-
0029016185
-
-
(c) Bismura, C.; Di Fabio, R.; Donati, D.; Rossi, T.; Thomas, R. J. Tetrahedron Lett. 1995, 36, 4283. See also, Rossi, T.; Zarantonello, P.; Thomas, J. R. PCT Appl. WO95/26333.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 4283
-
-
Bismura, C.1
Di Fabio, R.2
Donati, D.3
Rossi, T.4
Thomas, R.J.5
-
34
-
-
10344237353
-
-
PCT Appl. WO95/26333
-
(c) Bismura, C.; Di Fabio, R.; Donati, D.; Rossi, T.; Thomas, R. J. Tetrahedron Lett. 1995, 36, 4283. See also, Rossi, T.; Zarantonello, P.; Thomas, J. R. PCT Appl. WO95/26333.
-
-
-
Rossi, T.1
Zarantonello, P.2
Thomas, J.R.3
-
35
-
-
10344233488
-
-
note
-
4-Acetoxy-3-[(R)-1-((tert-butyldimethylsilyl)oxy)ethyl]-2-azetidinone is commercially available from Kaneka America Corp., New York, NY, or Aldrich Chemical Co., Milwaukee, WI.
-
-
-
-
36
-
-
0028892322
-
-
Hanessian, S.; Rozema, M. J.; Reddy, G. B.; Braganza, J. F. Bioorg. Med. Chem. Lett. 1995, 5, 2535.
-
(1995)
Bioorg. Med. Chem. Lett.
, vol.5
, pp. 2535
-
-
Hanessian, S.1
Rozema, M.J.2
Reddy, G.B.3
Braganza, J.F.4
-
37
-
-
0001192520
-
-
Paquette, L. A.; Dahnke, K.; Doyon, J.; He, W.; Wyant, K.; Friedrich, D. J. Org. Chem. 1991, 56, 6199.
-
(1991)
J. Org. Chem.
, vol.56
, pp. 6199
-
-
Paquette, L.A.1
Dahnke, K.2
Doyon, J.3
He, W.4
Wyant, K.5
Friedrich, D.6
-
38
-
-
0028348210
-
-
(a) Murayama, T.; Yoshida, A.; Kobayashi, T.; Miura, T. Tetrahedron Lett. 1994, 35, 2271.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 2271
-
-
Murayama, T.1
Yoshida, A.2
Kobayashi, T.3
Miura, T.4
-
39
-
-
0028280840
-
-
(b) Choi, W.-B.; Churchill, H. R. O.; Lynch, J. E.; Thompson, A. S.; Humphrey, G. R.; Volante, R. P.; Reider, P. J.; Shinkai, I. Tetrahedron Lett. 1994, 35, 2275.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 2275
-
-
Choi, W.-B.1
Churchill, H.R.O.2
Lynch, J.E.3
Thompson, A.S.4
Humphrey, G.R.5
Volante, R.P.6
Reider, P.J.7
Shinkai, I.8
-
40
-
-
0027941121
-
-
(c) Jones, D. K.; Liotta, D. C.; Choi, W.-B.; Volante, R. P.; Reider, P. J.; Shinkai, I.; Churchill, H. R. O.; Lynch, J. E. J. Org. Chem. 1994, 59, 3749.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 3749
-
-
Jones, D.K.1
Liotta, D.C.2
Choi, W.-B.3
Volante, R.P.4
Reider, P.J.5
Shinkai, I.6
Churchill, H.R.O.7
Lynch, J.E.8
-
41
-
-
0028103969
-
-
(d) Shimamoto, T.; Inoue, H.; Yoshida, T.; Tanaka, R.; Nakatsuka, T.; Ishiguro, M. Tetrahedron Lett. 1994, 35, 5887.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 5887
-
-
Shimamoto, T.1
Inoue, H.2
Yoshida, T.3
Tanaka, R.4
Nakatsuka, T.5
Ishiguro, M.6
-
43
-
-
0000795285
-
-
(a) Fuji, K.; Kawabata, T.; Kuroda, A. J. Org Chem. 1995, 60, 1914.
-
(1995)
J. Org Chem.
, vol.60
, pp. 1914
-
-
Fuji, K.1
Kawabata, T.2
Kuroda, A.3
-
46
-
-
0000901649
-
-
(d) Gerlach, U.; Haubenreich, T.; Hünig, S. Chem. Ber. 1994, 127, 1969.
-
(1994)
Chem. Ber.
, vol.127
, pp. 1969
-
-
Gerlach, U.1
Haubenreich, T.2
Hünig, S.3
-
47
-
-
0001686004
-
-
(e) Gerlach, U.; Haubenreich, T.; Hünig, S. Chem. Ber. 1994, 127, 1981.
-
(1994)
Chem. Ber.
, vol.127
, pp. 1981
-
-
Gerlach, U.1
Haubenreich, T.2
Hünig, S.3
-
48
-
-
0013519358
-
-
(f) Gerlach, U.; Haubenreich, T.; Hünig, S.; Klaunzer, N. Chem. Ber. 1994, 127, 1989.
-
(1994)
Chem. Ber.
, vol.127
, pp. 1989
-
-
Gerlach, U.1
Haubenreich, T.2
Hünig, S.3
Klaunzer, N.4
-
51
-
-
0024430786
-
-
(i) Larsen, R. D.; Corley, E. G.; Davis, P.; Reider, P. J.; Grabowski, E. J. J. J. Am. Chem. Soc. 1989, 111, 7650.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 7650
-
-
Larsen, R.D.1
Corley, E.G.2
Davis, P.3
Reider, P.J.4
Grabowski, E.J.J.5
-
53
-
-
0000271803
-
-
(k) Duhamel, L.; Fouquay, S.; Plaquevent, J.-C. Tetrahedron Lett. 1986, 27, 4975.
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 4975
-
-
Duhamel, L.1
Fouquay, S.2
Plaquevent, J.-C.3
-
54
-
-
84990085779
-
-
For an excellent review on the structure and reactivity of lithium enolates, see: Seebach. D. Angew. Chem., Int. Ed. Engl. 1988, 27, 1624.
-
(1988)
Angew. Chem., Int. Ed. Engl.
, vol.27
, pp. 1624
-
-
Seebach, D.1
-
56
-
-
0000637599
-
-
(a) Yoshida, A.; Tajima, Y.; Takeda, N.; Oida, S. Tetrahedron Lett. 1984, 25, 2793.
-
(1984)
Tetrahedron Lett.
, vol.25
, pp. 2793
-
-
Yoshida, A.1
Tajima, Y.2
Takeda, N.3
Oida, S.4
-
57
-
-
0000090932
-
-
(b) Battistini, C.; Scarafile, C.; Foglio, M.; Franceschi, G. Tetrahedron Lett. 1984, 22, 2395.
-
(1984)
Tetrahedron Lett.
, vol.22
, pp. 2395
-
-
Battistini, C.1
Scarafile, C.2
Foglio, M.3
Franceschi, G.4
-
58
-
-
0000273520
-
-
(c) Perrone, E.; Alpegiani, M.; Bedeschi, A.; Giudici, F.; Franceschi, G. Tetrahedron Lett. 1984, 22, 2399.
-
(1984)
Tetrahedron Lett.
, vol.22
, pp. 2399
-
-
Perrone, E.1
Alpegiani, M.2
Bedeschi, A.3
Giudici, F.4
Franceschi, G.5
-
59
-
-
0000972544
-
-
(d) Afonso, A.; Hon, F.; Weinstein, J.; Ganguly, A. K.; McPhail, A. T. J. Am. Chem. Soc. 1982, 104, 6138.
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 6138
-
-
Afonso, A.1
Hon, F.2
Weinstein, J.3
Ganguly, A.K.4
McPhail, A.T.5
-
60
-
-
0018233237
-
-
(e) Ernest, I.; Gosteli, J.; Greengrass, C. W.; Holick, W.; Jackman, D. E.; Pfaendler, H. R.; Woodward, R. B. J. Am. Chem. Soc. 1978, 100, 8214.
-
(1978)
J. Am. Chem. Soc.
, vol.100
, pp. 8214
-
-
Ernest, I.1
Gosteli, J.2
Greengrass, C.W.3
Holick, W.4
Jackman, D.E.5
Pfaendler, H.R.6
Woodward, R.B.7
-
61
-
-
0000972544
-
-
(d) Afonso, A.; Hon, F.; Weinstein, J.; Ganguly, A. K.; McPhail, A. T. J. Am Chem. Soc. 1982, 104, 8214.
-
(1982)
J. Am Chem. Soc.
, vol.104
, pp. 8214
-
-
Afonso, A.1
Hon, F.2
Weinstein, J.3
Ganguly, A.K.4
McPhail, A.T.5
-
62
-
-
0000003263
-
-
For the use of amidines as bases in salt formation, see: Shibuya, M.; Kuretani, M.; Kubota, S. Tetrahedron 1982, 38, 2659. Heinzer, F.; Soukup, M.; Eschenmoser, A. Helv. Chim. Acta 1978, 61, 2851. See also, refs 7a, 7b, and 10.
-
(1982)
Tetrahedron
, vol.38
, pp. 2659
-
-
Shibuya, M.1
Kuretani, M.2
Kubota, S.3
-
63
-
-
84943041098
-
-
See also, refs 7a, 7b, and 10
-
For the use of amidines as bases in salt formation, see: Shibuya, M.; Kuretani, M.; Kubota, S. Tetrahedron 1982, 38, 2659. Heinzer, F.; Soukup, M.; Eschenmoser, A. Helv. Chim. Acta 1978, 61, 2851. See also, refs 7a, 7b, and 10.
-
(1978)
Helv. Chim. Acta
, vol.61
, pp. 2851
-
-
Heinzer, F.1
Soukup, M.2
Eschenmoser, A.3
-
64
-
-
0002714675
-
-
Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
-
(1978)
J. Org. Chem.
, vol.43
, pp. 2923
-
-
Still, W.C.1
Kahn, M.2
Mitra, A.3
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