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2
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0035132388
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Cutignano A., Bruno I., Bifulco G., Casapullo A., Debitus C., Gomez-Paloma L., Riccio R. Eur. J. Org. Chem. 66:2001;775-778.
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(2001)
Eur. J. Org. Chem.
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Cutignano, A.1
Bruno, I.2
Bifulco, G.3
Casapullo, A.4
Debitus, C.5
Gomez-Paloma, L.6
Riccio, R.7
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3
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85031137634
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NSC number 647640
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Results of the National Cancer Institute Human Tumor Cell Line Screen mean graph can be obtained at http://dtp.nci.nih.gov/ , NSC number 647640.
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-
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5
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0035898291
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For recent achievements from our laboratories, see (a) Yokokawa F., Asano T., Shioiri T. Tetrahedron. 57:2001;6311-6327 (b) Sugiyama H., Shioiri T., Yokokawa F. Tetrahedron Lett. 43:2002;3489-3492 (c) Noguchi H., Aoyama T., Shioiri T. Heterocycles. 58:2002;471-504 (d) Yokokawa F., Sameshima H., Katagiri D., Aoyama T., Shioiri T. Tetrahedron. 58:2002;9445-9458.
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(2001)
Tetrahedron
, vol.57
, pp. 6311-6327
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Yokokawa, F.1
Asano, T.2
Shioiri, T.3
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6
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-
0037029814
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For recent achievements from our laboratories, see (a) Yokokawa F., Asano T., Shioiri T. Tetrahedron. 57:2001;6311-6327 (b) Sugiyama H., Shioiri T., Yokokawa F. Tetrahedron Lett. 43:2002;3489-3492 (c) Noguchi H., Aoyama T., Shioiri T. Heterocycles. 58:2002;471-504 (d) Yokokawa F., Sameshima H., Katagiri D., Aoyama T., Shioiri T. Tetrahedron. 58:2002;9445-9458.
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(2002)
Tetrahedron Lett.
, vol.43
, pp. 3489-3492
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Sugiyama, H.1
Shioiri, T.2
Yokokawa, F.3
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7
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-
0037159753
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For recent achievements from our laboratories, see (a) Yokokawa F., Asano T., Shioiri T. Tetrahedron. 57:2001;6311-6327 (b) Sugiyama H., Shioiri T., Yokokawa F. Tetrahedron Lett. 43:2002;3489-3492 (c) Noguchi H., Aoyama T., Shioiri T. Heterocycles. 58:2002;471-504 (d) Yokokawa F., Sameshima H., Katagiri D., Aoyama T., Shioiri T. Tetrahedron. 58:2002;9445-9458.
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(2002)
Heterocycles
, vol.58
, pp. 471-504
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Noguchi, H.1
Aoyama, T.2
Shioiri, T.3
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8
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0037064593
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For recent achievements from our laboratories, see (a)
-
For recent achievements from our laboratories, see (a) Yokokawa F., Asano T., Shioiri T. Tetrahedron. 57:2001;6311-6327 (b) Sugiyama H., Shioiri T., Yokokawa F. Tetrahedron Lett. 43:2002;3489-3492 (c) Noguchi H., Aoyama T., Shioiri T. Heterocycles. 58:2002;471-504 (d) Yokokawa F., Sameshima H., Katagiri D., Aoyama T., Shioiri T. Tetrahedron. 58:2002;9445-9458.
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(2002)
Tetrahedron
, vol.58
, pp. 9445-9458
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Yokokawa, F.1
Sameshima, H.2
Katagiri, D.3
Aoyama, T.4
Shioiri, T.5
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9
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0034643987
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A preliminary account of the total synthesis of mycothiazole was already published:
-
A preliminary account of the total synthesis of mycothiazole was already published: Sugiyama H., Yokokawa F., Shioiri T. Org. Lett. 2:2000;2149-2152.
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(2000)
Org. Lett.
, vol.2
, pp. 2149-2152
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Sugiyama, H.1
Yokokawa, F.2
Shioiri, T.3
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10
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0001120576
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For other works on synthetic approach to mycothiazole, see (a) Serra G., Mahler G., Mante E. Heterocycles. 48:1998;2035-2048 (b) Rodríguez-Conesa S., Candal P., Jiménez C., Rodríguez J. Tetrahedron Lett. 42:2001;6699-6702.
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(1998)
Heterocycles
, vol.48
, pp. 2035-2048
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Serra, G.1
Mahler, G.2
Mante, E.3
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11
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0035903955
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For other works on synthetic approach to mycothiazole, see (a)
-
For other works on synthetic approach to mycothiazole, see (a) Serra G., Mahler G., Mante E. Heterocycles. 48:1998;2035-2048 (b) Rodríguez-Conesa S., Candal P., Jiménez C., Rodríguez J. Tetrahedron Lett. 42:2001;6699-6702.
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(2001)
Tetrahedron Lett.
, vol.42
, pp. 6699-6702
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Rodríguez-Conesa, S.1
Candal, P.2
Jiménez, C.3
Rodríguez, J.4
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12
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0006202716
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(a) Hamada Y., Shibata M., Sugiura T., Kato S., Shioiri T. J. Org. Chem. 52:1987;1252-1255
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(1987)
J. Org. Chem.
, vol.52
, pp. 1252-1255
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Hamada, Y.1
Shibata, M.2
Sugiura, T.3
Kato, S.4
Shioiri, T.5
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13
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0011962695
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(b) Aoyama T., Sonoda N., Yamauchi M., Toriyama K., Anzai A., Ando A., Shioiri T. Synlett. 1988;35-36.
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(1988)
Synlett
, pp. 35-36
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Aoyama, T.1
Sonoda, N.2
Yamauchi, M.3
Toriyama, K.4
Anzai, A.5
Ando, A.6
Shioiri, T.7
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14
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0004809770
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(c) It was recently found that the presence of pyridine caused racemization in the CMD oxidation for the synthesis of optically active thiazole amino acids:
-
(c) It was recently found that the presence of pyridine caused racemization in the CMD oxidation for the synthesis of optically active thiazole amino acids: Fujiwara H., Tojiki K., Yokokawa F., Shioiri T. Peptide Science 1999. 2000;9-12.
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(2000)
Peptide Science 1999
, pp. 9-12
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Fujiwara, H.1
Tojiki, K.2
Yokokawa, F.3
Shioiri, T.4
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15
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84985570392
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Reviews: (a) Stille J.K. Angew. Chem., Int. Ed. Engl. 26:1986;508-524 (b) Mitchell T.N. Synthesis. 1992;803-815 (c) Farina V., Krishnamurthy V., Scott W.J. Org. React. 50:1997;1-652 (d) Duncton M.A.J., Pattenden G. J. Chem. Soc., Perkin Trans. 1. 1999;1235-1246.
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(1986)
Angew. Chem., Int. Ed. Engl.
, vol.26
, pp. 508-524
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Stille, J.K.1
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16
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0026699017
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Reviews: (a) Stille J.K. Angew. Chem., Int. Ed. Engl. 26:1986;508-524 (b) Mitchell T.N. Synthesis. 1992;803-815 (c) Farina V., Krishnamurthy V., Scott W.J. Org. React. 50:1997;1-652 (d) Duncton M.A.J., Pattenden G. J. Chem. Soc., Perkin Trans. 1. 1999;1235-1246.
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(1992)
Synthesis
, pp. 803-815
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Mitchell, T.N.1
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17
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84985570392
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Reviews: (a) Stille J.K. Angew. Chem., Int. Ed. Engl. 26:1986;508-524 (b) Mitchell T.N. Synthesis. 1992;803-815 (c) Farina V., Krishnamurthy V., Scott W.J. Org. React. 50:1997;1-652 (d) Duncton M.A.J., Pattenden G. J. Chem. Soc., Perkin Trans. 1. 1999;1235-1246.
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(1997)
Org. React.
, vol.50
, pp. 1-652
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Farina, V.1
Krishnamurthy, V.2
Scott, W.J.3
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18
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33746403712
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Reviews: (a)
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Reviews: (a) Stille J.K. Angew. Chem., Int. Ed. Engl. 26:1986;508-524 (b) Mitchell T.N. Synthesis. 1992;803-815 (c) Farina V., Krishnamurthy V., Scott W.J. Org. React. 50:1997;1-652 (d) Duncton M.A.J., Pattenden G. J. Chem. Soc., Perkin Trans. 1. 1999;1235-1246.
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(1999)
J. Chem. Soc., Perkin Trans. 1
, pp. 1235-1246
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Duncton, M.A.J.1
Pattenden, G.2
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19
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37049091522
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(a) Nagao Y., Yamada S., Kumagai T., Ochiai M., Fujita E. J. Chem. Soc., Chem. Commun. 1985;1418-1419
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(1985)
J. Chem. Soc., Chem. Commun.
, pp. 1418-1419
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Nagao, Y.1
Yamada, S.2
Kumagai, T.3
Ochiai, M.4
Fujita, E.5
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20
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0000665968
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(b) Nagao Y., Hagiwara Y., Kumagai T., Ochiai M., Inoue T., Hashimoto K., Fujita E. J. Org. Chem. 51:1986;2391-2393
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(1986)
J. Org. Chem.
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, pp. 2391-2393
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Nagao, Y.1
Hagiwara, Y.2
Kumagai, T.3
Ochiai, M.4
Inoue, T.5
Hashimoto, K.6
Fujita, E.7
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0025344784
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(d) Nagao Y., Dai W.M., Ochiai M., Tsukagoshi S., Fujita E. J. Org. Chem. 55:1990;1148-1156
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(1990)
J. Org. Chem.
, vol.55
, pp. 1148-1156
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Nagao, Y.1
Dai, W.M.2
Ochiai, M.3
Tsukagoshi, S.4
Fujita, E.5
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25
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0028211499
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For the modified Hantzsch method, see (a)
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For the modified Hantzsch method, see (a) BredenKamp M.W., Holzapfel C.W., van Zyl W.J. Synth. Commun. 20:1990;2235-2249 (b) Anguilar E., Meyers A.I. Tetrahedron Lett. 35:1994;2473-2476.
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(1994)
Tetrahedron Lett.
, vol.35
, pp. 2473-2476
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Anguilar, E.1
Meyers, A.I.2
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26
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85031138914
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CMD was purchased from Wako Pure Chemical Industries, Ltd
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CMD was purchased from Wako Pure Chemical Industries, Ltd.
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28
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85031130965
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The Hantzch method was attempted as follows (Scheme 10)
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The Hantzch method was attempted as follows (Scheme 10).
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33
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0032552197
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Deprotonation of oxazole-5-H in the dithiane coupling was reported:
-
Deprotonation of oxazole-5-H in the dithiane coupling was reported: Liu P., Panek J.S. Tetrahedron Lett. 39:1998;6147-6150.
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(1998)
Tetrahedron Lett.
, vol.39
, pp. 6147-6150
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Liu, P.1
Panek, J.S.2
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42
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0001473250
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Even if an excess amount of DIBAL was used in this case, the reduction stopped at the aldehyde stage and were not reduced to the alcohol because of the coordination of aluminum of the intermediate aluminum alkoxide with the thiocarbonyl function: see,
-
Even if an excess amount of DIBAL was used in this case, the reduction stopped at the aldehyde stage and were not reduced to the alcohol because of the coordination of aluminum of the intermediate aluminum alkoxide with the thiocarbonyl function: see, Izawa T., Mukaiyama T. Bull. Chem. Soc. Jpn. 52:1979;555-558.
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(1979)
Bull. Chem. Soc. Jpn
, vol.52
, pp. 555-558
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Izawa, T.1
Mukaiyama, T.2
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0000387501
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(b) Seyferth D., Heeren J.K., Singh G., Grim S.O., Huges W.B. J. Organomet. Chem. 5:1966;267-274.
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(1966)
J. Organomet. Chem.
, vol.5
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Seyferth, D.1
Heeren, J.K.2
Singh, G.3
Grim, S.O.4
Huges, W.B.5
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46
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0033582523
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Yoshida Y., Sakakura Y., Aso N., Okada S., Tanabe Y. Tetrahedron. 55:1999;2183-2192.
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(1999)
Tetrahedron
, vol.55
, pp. 2183-2192
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Yoshida, Y.1
Sakakura, Y.2
Aso, N.3
Okada, S.4
Tanabe, Y.5
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50
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85031142910
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The synthesized (R)-mycothiazole was found to be rather labile. The natural mycothiazole kindly sent by Professor Crews was also already decomposed during storage and/or transfer. The natural sample when its specific rotation was measured might be contaminated with decomposed products such as dehydration products, further oxidation ones, or isomerization ones
-
The synthesized (R)-mycothiazole was found to be rather labile. The natural mycothiazole kindly sent by Professor Crews was also already decomposed during storage and/or transfer. The natural sample when its specific rotation was measured might be contaminated with decomposed products such as dehydration products, further oxidation ones, or isomerization ones.
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