-
1
-
-
0014759158
-
-
Hamada, M.; Takeuchi, T.; Kondo, S.; Ikeda, Y.; Naganawa, H.; Maeda, K.; Okami, Y.; Umezawa, H. J. Antibiot. 1970, 23, 170.
-
(1970)
J. Antibiot.
, vol.23
, pp. 170
-
-
Hamada, M.1
Takeuchi, T.2
Kondo, S.3
Ikeda, Y.4
Naganawa, H.5
Maeda, K.6
Okami, Y.7
Umezawa, H.8
-
2
-
-
27444446122
-
-
Eur. Pat. Appl.; EP206068, 1986
-
(a) Harada, S.; Ono, H. Eur. Pat. Appl.; EP206068, 1986.
-
-
-
Harada, S.1
Ono, H.2
-
3
-
-
0026537532
-
-
(b) Katayama, N.; Nozaki, Y.; Tsubotani, S.; Kondo, M.; Harada, S.; Ono, H. J. Antibiot. 1992, 45, 10.
-
(1992)
J. Antibiot.
, vol.45
, pp. 10
-
-
Katayama, N.1
Nozaki, Y.2
Tsubotani, S.3
Kondo, M.4
Harada, S.5
Ono, H.6
-
4
-
-
0027243533
-
-
(c) Hida, T.; Tsubotani, S.; Funabashi, Y.; Ono, H.; Harada, S. Bull. Chem. Soc. Jpn. 1993, 66, 863.
-
(1993)
Bull. Chem. Soc. Jpn.
, vol.66
, pp. 863
-
-
Hida, T.1
Tsubotani, S.2
Funabashi, Y.3
Ono, H.4
Harada, S.5
-
5
-
-
10744222313
-
-
For some recent examples see: (a) Raju, B.; Mortell, K.; Anandan, S.; O'Dowd, H.; Gao, H.; Gomez, M.; Hackbarth, C.; Wu, C.; Wang, W.; Yuan, Z.; White, R.; Trias, J.; Patel, D. V. Bioorg. Med. Chem. Lett. 2003, 13, 2413.
-
(2003)
Bioorg. Med. Chem. Lett.
, vol.13
, pp. 2413
-
-
Raju, B.1
Mortell, K.2
Anandan, S.3
O'Dowd, H.4
Gao, H.5
Gomez, M.6
Hackbarth, C.7
Wu, C.8
Wang, W.9
Yuan, Z.10
White, R.11
Trias, J.12
Patel, D.V.13
-
10
-
-
4744346531
-
-
(b) Davies, S. G.; Haggitt, J. R.; Ichihara, O.; Kelly, R. J.; Leech, M. A.; Price Mortimer, A. J.; Roberts, P. M.; Smith, A. D. Org. Biomol. Chem. 2004, 2, 2630.
-
(2004)
Org. Biomol. Chem.
, vol.2
, pp. 2630
-
-
Davies, S.G.1
Haggitt, J.R.2
Ichihara, O.3
Kelly, R.J.4
Leech, M.A.5
Price Mortimer, A.J.6
Roberts, P.M.7
Smith, A.D.8
-
11
-
-
37049067765
-
-
(c) For a previous chiral-pool synthesis of sperabillin D (3d) see: Hashiguchi, S.; Kawada, A.; Natsugari, H. J. Chem. Soc., Perkin Trans. 1 1991, 2435.
-
(1991)
Chem. Soc., Perkin Trans. 1
, pp. 2435
-
-
Hashiguchi, S.1
Kawada, A.2
Natsugari, H.J.3
-
12
-
-
0029140157
-
-
Chen, H. G.; Tustin, J. M.; Wuts, P. G. M.; Sawyer, T. K.; Smith, C. W. Int. J. Pept. Protein Res. 1995, 45, 1.
-
(1995)
Int. J. Pept. Protein Res.
, vol.45
, pp. 1
-
-
Chen, H.G.1
Tustin, J.M.2
Wuts, P.G.M.3
Sawyer, T.K.4
Smith, C.W.5
-
14
-
-
0030856782
-
-
(a) Ohtake, N.; Okamoto, O.; Mitomo, R.; Kato, Y.; Yamamoto, K.; Haga, Y.; Fukatsu, H.; Nakagawa, S. J. Antibiot. 1997, 50, 598.
-
(1997)
J. Antibiot.
, vol.50
, pp. 598
-
-
Ohtake, N.1
Okamoto, O.2
Mitomo, R.3
Kato, Y.4
Yamamoto, K.5
Haga, Y.6
Fukatsu, H.7
Nakagawa, S.8
-
15
-
-
0035807577
-
-
(b) Rudolph, J.; Hanning, F.; Theis, H.; Wischnat, R. Org. Lett. 2001, 3, 3153.
-
(2001)
Org. Lett.
, vol.3
, pp. 3153
-
-
Rudolph, J.1
Hanning, F.2
Theis, H.3
Wischnat, R.4
-
16
-
-
17444403980
-
-
(c) Paintner, F. F.; Allmendinger, L.; Bauschke, G.; Klemann, P. Org. Lett. 2005, 7, 1423.
-
(2005)
Org. Lett.
, vol.7
, pp. 1423
-
-
Paintner, F.F.1
Allmendinger, L.2
Bauschke, G.3
Klemann, P.4
-
17
-
-
0142040727
-
-
Evans, D. A.; Seidel, D.; Rueping, M.; Lam, H. W.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc. 2003, 125, 12692.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 12692
-
-
Evans, D.A.1
Seidel, D.2
Rueping, M.3
Lam, H.W.4
Shaw, J.T.5
Downey, C.W.6
-
18
-
-
27444440580
-
-
note
-
The reaction of chiral aldehyde 6 with nitromethane in the presence of catalyst (+)-11 represents the matched case of double diastereoselection, since application of the enantiomeric catalyst (-)-11 gave the corresponding epimer of 5 with slightly lower stereoselectivity (91% de).
-
-
-
-
19
-
-
0027933687
-
-
For recent examples see: (a) Emmer, G.; Grassberger, M. A.; Meingassner, J. G.; Schulz, G.; Schaude, M. J. Med. Chem. 1994, 37, 1908.
-
(1994)
J. Med. Chem.
, vol.37
, pp. 1908
-
-
Emmer, G.1
Grassberger, M.A.2
Meingassner, J.G.3
Schulz, G.4
Schaude, M.5
-
20
-
-
0027932977
-
-
(b) Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron 1994, 50, 9457.
-
(1994)
Tetrahedron
, vol.50
, pp. 9457
-
-
Matsuura, F.1
Hamada, Y.2
Shioiri, T.3
-
21
-
-
0033579657
-
-
(c) Georgiadis, D.; Matziari, M.; Vassiliou, S.; Dive, V.; Yiotakis, A. Tetrahedron 1999, 55, 14635.
-
(1999)
Tetrahedron
, vol.55
, pp. 14635
-
-
Georgiadis, D.1
Matziari, M.2
Vassiliou, S.3
Dive, V.4
Yiotakis, A.5
-
23
-
-
17744369947
-
-
(e) Moutevelis-Minakakis, P.; Sinanoglou, C.; Loukas, V.; Kokotos, G. Synthesis 2005, 933.
-
(2005)
Synthesis
, pp. 933
-
-
Moutevelis-Minakakis, P.1
Sinanoglou, C.2
Loukas, V.3
Kokotos, G.4
-
24
-
-
0037450411
-
-
(f) For a recent review covering the oxidative degradation of benzene rings see: Mander, L. N.; Williams, C. M. Tetrahedron 2003, 59, 1105.
-
(2003)
Tetrahedron
, vol.59
, pp. 1105
-
-
Mander, L.N.1
Williams, C.M.2
-
25
-
-
85004235154
-
-
(a) Yoshifuji, S.; Tanaka, K.; Nitta, Y. Chem. Pharm. Bull. 1985, 33, 1749.
-
(1985)
Chem. Pharm. Bull.
, vol.33
, pp. 1749
-
-
Yoshifuji, S.1
Tanaka, K.2
Nitta, Y.3
-
26
-
-
84943004623
-
-
(b) Tanaka, K.; Yoshifuji, S.; Nitta, Y. Chem. Pharm. Bull. 1988, 36, 3125.
-
(1988)
Chem. Pharm. Bull.
, vol.36
, pp. 3125
-
-
Tanaka, K.1
Yoshifuji, S.2
Nitta, Y.3
-
27
-
-
27444440324
-
-
note
-
2O = 2:2:3, r.t.] previously developed by Sharpless and co-workers (see ref. 13b) gave the oxidation product 10 in a 41% yield together with 24% of the N-formyl derivative mentioned above.
-
-
-
-
28
-
-
2542433188
-
-
(b) Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936.
-
(1981)
J. Org. Chem.
, vol.46
, pp. 3936
-
-
Carlsen, P.H.J.1
Katsuki, T.2
Martin, V.S.3
Sharpless, K.B.4
-
29
-
-
27444445115
-
-
note
-
In the absence of sodium hydrogen carbonate a somewhat lower yield (56%) of product 10 was obtained.
-
-
-
-
30
-
-
27444435307
-
-
note
-
4): δ = -5.0, 18.4, 25.9, 28.3, 40.0, 43.5, 45.2, 45.8, 67.7, 79.6, 157.1, 178.6.
-
-
-
-
31
-
-
0020033898
-
-
Rossi, R.; Carpita, A.; Quirici, M. G.; Gaudenti, M. L. Tetrahedron 1982, 38, 631.
-
(1982)
Tetrahedron
, vol.38
, pp. 631
-
-
Rossi, R.1
Carpita, A.2
Quirici, M.G.3
Gaudenti, M.L.4
-
32
-
-
27444432922
-
-
note
-
For an alternative stereoselective approach to (2E,4Z)-hexa-2,4-dienoic acid (14), see ref. 5b.
-
-
-
-
33
-
-
0344443340
-
-
Smith, A. B.; Pitram, S. M.; Boldi, A. M.; Gaunt, M. J.; Sfouggatakis, C.; Moser, W. H. J. Am. Chem. Soc. 2003, 125, 14435.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 14435
-
-
Smith, A.B.1
Pitram, S.M.2
Boldi, A.M.3
Gaunt, M.J.4
Sfouggatakis, C.5
Moser, W.H.6
-
34
-
-
0000287332
-
-
(a) Barker, P. L.; Gendler, P. L.; Rapoport, H. J. Org. Chem. 1981, 46, 2455.
-
(1981)
J. Org. Chem.
, vol.46
, pp. 2455
-
-
Barker, P.L.1
Gendler, P.L.2
Rapoport, H.3
-
36
-
-
9344243519
-
-
For a previous synthesis of 3-aminopropionamidine, starting from 3-aminopropionitril, see: Hilgetag, G.; Paul, H.; Günther, J.; Witt, M. Chem. Ber. 1964, 97, 704.
-
(1964)
Chem. Ber.
, vol.97
, pp. 704
-
-
Hilgetag, G.1
Paul, H.2
Günther, J.3
Witt, M.4
-
37
-
-
6544236130
-
-
Lee, H. K.; Ten, L. N.; Pak, C. S. Bull. Korean Chem. Soc. 1998, 19, 1148.
-
(1998)
Bull. Korean Chem. Soc.
, vol.19
, pp. 1148
-
-
Lee, H.K.1
Ten, L.N.2
Pak, C.S.3
-
38
-
-
27444442510
-
-
note
-
2O): δ = 16.0, 35.3, 38.0, 39.2, 39.8, 47.8, 49.1, 69.1, 125.1, 129.6, 139.4, 139.5, 171.7, 172.4, 174.7.
-
-
-
-
39
-
-
27444445891
-
-
note
-
2O): δ = 20.7, 35.3, 38.0, 39.2, 39.8, 47.8, 49.1, 69.1, 122.9, 132.0, 143.2, 145.4, 171.6, 172.5, 174.7.
-
-
-
|