-
8
-
-
35348964502
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-
For the importance of primases in both viruses and bacteria, see, for example:
-
-
-
-
12
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34247332706
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Agarwal A., Louise-May S., Thanassi J.A., Podos S.D., Cheng J., Thoma C., Liu C., Wiles J.A., Nelson D.M., Phadke A.S., Bradbury B.J., Deshpande M.S., and Pucci M.J. Bioorg. Med. Chem. Lett. 17 (2007) 2807-2810
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(2007)
Bioorg. Med. Chem. Lett.
, vol.17
, pp. 2807-2810
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Agarwal, A.1
Louise-May, S.2
Thanassi, J.A.3
Podos, S.D.4
Cheng, J.5
Thoma, C.6
Liu, C.7
Wiles, J.A.8
Nelson, D.M.9
Phadke, A.S.10
Bradbury, B.J.11
Deshpande, M.S.12
Pucci, M.J.13
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13
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9144219583
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Chu M., Mierzwa R., Xu L., He L., Terracciano J., Patel M., Gullo V., Black T., Zhao W., Chan T.-M., and McPhail A.T. J. Nat. Prod. 66 (2003) 1527-1530
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(2003)
J. Nat. Prod.
, vol.66
, pp. 1527-1530
-
-
Chu, M.1
Mierzwa, R.2
Xu, L.3
He, L.4
Terracciano, J.5
Patel, M.6
Gullo, V.7
Black, T.8
Zhao, W.9
Chan, T.-M.10
McPhail, A.T.11
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14
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-
20144386937
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Jayasuriya H., Zink D.L., Polishook J.D., Bills G.F., Dombrowski A.W., Genilloud O., Peláez F.F., Herranz L., Quamina D., Lingham R.B., Danzeizen R., Graham P.L., Tomassini J.E., and Singh S.B. Chem. Biodivers. 2 (2005) 112-122
-
(2005)
Chem. Biodivers.
, vol.2
, pp. 112-122
-
-
Jayasuriya, H.1
Zink, D.L.2
Polishook, J.D.3
Bills, G.F.4
Dombrowski, A.W.5
Genilloud, O.6
Peláez, F.F.7
Herranz, L.8
Quamina, D.9
Lingham, R.B.10
Danzeizen, R.11
Graham, P.L.12
Tomassini, J.E.13
Singh, S.B.14
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15
-
-
4344693818
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-
For a similar structure, see:
-
For a similar structure, see:. Bugni T.S., Janso J.E., Williamson R.T., Feng X., Bernan V.S., Greenstein M., Carter G.T., Maiese W.M., and Ireland C.M. J. Nat. Prod. 67 (2004) 1396-1399
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(2004)
J. Nat. Prod.
, vol.67
, pp. 1396-1399
-
-
Bugni, T.S.1
Janso, J.E.2
Williamson, R.T.3
Feng, X.4
Bernan, V.S.5
Greenstein, M.6
Carter, G.T.7
Maiese, W.M.8
Ireland, C.M.9
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19
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34147112254
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This synthesis, which resembles ours in the last steps, appeared when we were in the last stage of our own work
-
Wilson E.M., and Trauner D. Org. Lett. 9 (2007) 1327-1329 This synthesis, which resembles ours in the last steps, appeared when we were in the last stage of our own work
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(2007)
Org. Lett.
, vol.9
, pp. 1327-1329
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-
Wilson, E.M.1
Trauner, D.2
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20
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0001616071
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Inanaga J., Hirata K., Saeki H., Katsuki T., and Yamaguchi M. Bull. Chem. Soc. Jpn. 52 (1979) 1989-1993
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(1979)
Bull. Chem. Soc. Jpn.
, vol.52
, pp. 1989-1993
-
-
Inanaga, J.1
Hirata, K.2
Saeki, H.3
Katsuki, T.4
Yamaguchi, M.5
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24
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0025024504
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For further examples of sequential Michael addition/α-alkylation processes, see:
-
For further examples of sequential Michael addition/α-alkylation processes, see:. Tanaka J., Kanemasa S., Ninomiya Y., and Tsuge O. Bull. Chem. Soc. Jpn. 63 (1990) 476-483
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(1990)
Bull. Chem. Soc. Jpn.
, vol.63
, pp. 476-483
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-
Tanaka, J.1
Kanemasa, S.2
Ninomiya, Y.3
Tsuge, O.4
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26
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35348966678
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For the use of sequential reactions in synthesis, see, for example:
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-
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32
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37049106801
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Kita Y., Segawa J., Haruta J., Yasuda H., and Tamura Y. J. Chem. Soc., Perkin Trans. 1 (1982) 1099-1104
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(1982)
J. Chem. Soc., Perkin Trans. 1
, pp. 1099-1104
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-
Kita, Y.1
Segawa, J.2
Haruta, J.3
Yasuda, H.4
Tamura, Y.5
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33
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35348931988
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For the preparation of optically enriched 4-hydroxycyclohex-2-enone and derivatives thereof, see:
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-
-
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34
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0002529237
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-
Dumortier L., Liu P., Dobbelaere S., Van der Eycken J., and Vandewalle M. Synlett (1992) 243-245
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(1992)
Synlett
, pp. 243-245
-
-
Dumortier, L.1
Liu, P.2
Dobbelaere, S.3
Van der Eycken, J.4
Vandewalle, M.5
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39
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35348952424
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-
Analogues of 6 with silyl protecting groups have been prepared with other methods:
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-
-
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42
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0024588558
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-
The syn stereoselectivity of this particular Lewis acid-catalyzed Michael reaction stands in contrast with the anti selectivity observed in other conjugated additions to the same ketone. Orbital interactions have been invoked to explain this outcome:
-
Danishefsky S.J., and Simoneau B. J. Am. Chem. Soc. 111 (1989) 2599-2604 The syn stereoselectivity of this particular Lewis acid-catalyzed Michael reaction stands in contrast with the anti selectivity observed in other conjugated additions to the same ketone. Orbital interactions have been invoked to explain this outcome:
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 2599-2604
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-
Danishefsky, S.J.1
Simoneau, B.2
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44
-
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0000923060
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Such reactions take place via intermediate formation of very reactive 'naked' tris(dialkylamino)sulfonium (TAS) enolates, followed by in situ alkylation of the latter:
-
Such reactions take place via intermediate formation of very reactive 'naked' tris(dialkylamino)sulfonium (TAS) enolates, followed by in situ alkylation of the latter:. Noyori R., Nishida I., and Sakata J. J. Am. Chem. Soc. 105 (1983) 1598-1608
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(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 1598-1608
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-
Noyori, R.1
Nishida, I.2
Sakata, J.3
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45
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0001723738
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For further uses of this methodology, see:
-
For further uses of this methodology, see:. Oare D.A., and Heathcock C.H. J. Org. Chem. 55 (1990) 157-172
-
(1990)
J. Org. Chem.
, vol.55
, pp. 157-172
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Oare, D.A.1
Heathcock, C.H.2
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48
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33646901833
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For mechanistic studies, see: See also:
-
For mechanistic studies, see:. Biddle M.M., and Reich H.J. J. Org. Chem. 71 (2006) 4031-4039 See also:
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(2006)
J. Org. Chem.
, vol.71
, pp. 4031-4039
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Biddle, M.M.1
Reich, H.J.2
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50
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35348973853
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note
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12d
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52
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33645364955
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For a recent review on macrolactonization methods, see:
-
For a recent review on macrolactonization methods, see:. Parenty A., Moreau X., and Campagne J.-M. Chem. Rev. 106 (2006) 911-939
-
(2006)
Chem. Rev.
, vol.106
, pp. 911-939
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Parenty, A.1
Moreau, X.2
Campagne, J.-M.3
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33846870797
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For a further review more specifically focused on medium-ring lactones, see:
-
For a further review more specifically focused on medium-ring lactones, see:. Shiina I. Chem. Rev. 107 (2007) 239-273
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(2007)
Chem. Rev.
, vol.107
, pp. 239-273
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Shiina, I.1
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Assayed conditions:
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57
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0000873581
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2 ( ): no reaction took place after 4 days at room temperature, whereas rapid decomposition was observed at reflux
-
2 (. Neises B., and Steglich W. Angew. Chem., Int. Ed. Engl. 90 (1978) 556-557 ): no reaction took place after 4 days at room temperature, whereas rapid decomposition was observed at reflux
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(1978)
Angew. Chem., Int. Ed. Engl.
, vol.90
, pp. 556-557
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Neises, B.1
Steglich, W.2
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35348979026
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12c Only the conditions described in Section 4 gave isolable amounts of 2.
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61
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23944503279
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Compound 2 has been reported to be formed during attempts at synthesizing 1:
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Compound 2 has been reported to be formed during attempts at synthesizing 1:. Mehta G., and Shinde H.M. Tetrahedron Lett. 46 (2005) 6633-6636
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(2005)
Tetrahedron Lett.
, vol.46
, pp. 6633-6636
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Mehta, G.1
Shinde, H.M.2
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62
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35349016178
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3 has confirmed the identity of his and our product.
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