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1
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0000087098
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1. Jalal, M. A.; Hossain, M. B.; Helm, D. V. D..; Snaders-Loehr, J.; Actis, L. A.; Crosa, J. H. J. Am. Chem. Soc. 1989, 111, 292-296.
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Jalal, M.A.1
Hossain, M.B.2
Helm, D.V.D.3
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Actis, L.A.5
Crosa, J.H.6
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2
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84988103832
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2. Drechsel, H.; Stephan, H.; Lotz, R.; Haag, H.; Zahner, H.; Hantke, K.; Jung, G. Liebigs Ann. 1995, 1727-1733.
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Drechsel, H.1
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3
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0026753903
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3. a) Hoveyda, H. R.; Karunaratne, V.; Orvig, C. Tetrahedron 1992, 48, 5219.
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Hoveyda, H.R.1
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Orvig, C.3
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4
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0027137066
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b) Ragab, F. A.; Hussein, M. M.; Hanna, M. M.; Hassan, G. S.; Kewawy, S. A. Pharmazie 1993, 48, 808.
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Pharmazie
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Ragab, F.A.1
Hussein, M.M.2
Hanna, M.M.3
Hassan, G.S.4
Kewawy, S.A.5
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5
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0028258027
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4. a) Isolation and two-dimensional structure: Gerwick, W. H,, Proteau, P. J.; Nagle, D. G.; Hamel, E.; Blokhin, A.; Slate, D. L. J. Org. Chem. 1994, 59, 1243-1245.
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Gerwick, W.H.1
Proteau, P.J.2
Nagle, D.G.3
Hamel, E.4
Blokhin, A.5
Slate, D.L.6
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6
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0028860085
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b) Relative and absolute configuration determination: Nagle, D. G.; Geralds, R. S.; Yoo, H.-D.; Gerwick, W. H.; Kim, T.-S.; Nambu, M.; White, J. D. Tetrahedron Lett. 1995, 36, 1189-1192. Total syntheses:
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Tetrahedron Lett.
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Nagle, D.G.1
Geralds, R.S.2
Yoo, H.-D.3
Gerwick, W.H.4
Kim, T.-S.5
Nambu, M.6
White, J.D.7
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7
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0029014405
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c) White, J. D.; Kim, T.-S.; Nambu, M. J. Am. Chem. Soc. 1995, 117, 5612-5614.
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White, J.D.1
Kim, T.-S.2
Nambu, M.3
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8
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0030039761
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d) Hoemann, M. Z.; Agrios, K. A.; Aube, J. Tetrahedron Lett. 1996, 37, 953-956.
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Hoemann, M.Z.1
Agrios, K.A.2
Aube, J.3
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10
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0000303806
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6. Fantin, G.; Fogagnolo, M.; Medici, A.; Pedrini. P. Heterocycles 1993, 36, 473-484.
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Heterocycles
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Fantin, G.1
Fogagnolo, M.2
Medici, A.3
Pedrini, P.4
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11
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0027371990
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7. For example, in the two reported syntheses of curacin A (ref. 4c-d), 30 (two steps) and 50% yields respectively, were obtained in the cyclodehydration step leading to the thiazoline. For some recently described cyclodehydration routes to thiazolines, see: a) Vorbruggen, H.; Krolikiewicz, K. Tetrahedron 1993, 49, 9353-9372.
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Tetrahedron
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Vorbruggen, H.1
Krolikiewicz, K.2
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15
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0029163117
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e) Wipf, P,; Miller, C. P.; Venkatraman, S.; Fritch, P. C. Tetrahedron Lett. 1995, 36, 6395-6398.
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Tetrahedron Lett.
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Wipf, P.1
Miller, C.P.2
Venkatraman, S.3
Fritch, P.C.4
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16
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0000490854
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8. Ball, D. H.; Williams, J. M.; Long, L., Jr. J. Org. Chem. 1963, 28, 1589-1593.
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Ball, D.H.1
Williams, J.M.2
Long L., Jr.3
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17
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85030203363
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note
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9. All new compounds exhibited spectral data consistent with their assigned structures.
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18
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85030210917
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note
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13C chemical shifts of the thiazolidinone carbonyl carbons (δ 174-175) and the enoltriflate carbon (δ 167-170) for a series of compounds which suggests O-triflation for triflate 2 since triflate 1 led to coupling product. These compounds and various derivatives did not provide crystals suitable for x-ray analysis.
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19
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33751386638
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11. For leading references, see: a) Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444,
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Farina, V.1
Krishnan, B.2
Marshall, D.R.3
Roth, G.P.4
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20
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0000340061
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b) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911.
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Farina, V.1
Kapadia, S.2
Krishnan, B.3
Wang, C.4
Liebeskind, L.S.5
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21
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85030199918
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note
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20BrNOSSi (M+H) 310.0297; Found 310.0294.
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22
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85030199815
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note
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13. Interestingly, when n-BuLi was being studied as a base for the metallation/bromination sequence, the 2-butylthiazoline i was obtained as a byproduct along with the desired bromothiazoline. (formula presented)
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23
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33645559650
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14. Curran, D. P.; Chang, C.-T. J. Org. Chem. 1989, 54, 3140-3157. The authors thank Professor P. Wipf (Univ. of Pittsburgh) for bringing this procedure to our attention.
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J. Org. Chem.
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, pp. 3140-3157
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Curran, D.P.1
Chang, C.-T.2
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24
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85030209756
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note
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15. Apparently, the vinyl adduct 11a is unstable to the reaction conditions since lower yields were obtained with longer reaction times. Purified samples of this compound stored frozen in benzene at -18°C underwent extensive decomposition in a period of several days.
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25
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85030207463
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note
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25NOSSi : C, 62.49; H 8.19; Found: C, 62.28; H, 8.17.
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26
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37049114754
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17. a) Stevens, R. V.; Fitzpatrick, J. M.; Kaplan, M.; Zimmerman, R. L. J. Chem. Soc., Chem. Commun. 1971, 857-858.
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Stevens, R.V.1
Fitzpatrick, J.M.2
Kaplan, M.3
Zimmerman, R.L.4
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27
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0001604807
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b) Boeckman, R. K., Jr.; Jackson, P. F.; Sabatucci, J. P. J. Am. Chem. Soc. 1985, 107, 2191-2192.
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Boeckman R.K., Jr.1
Jackson, P.F.2
Sabatucci, J.P.3
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28
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0025885631
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18. For previous reports of palladium mediated couplings employing cyclopropylstannanes, see: a) Peters, D.; Hornfeldt, A.-B.; Gronowitz, S. J. Heterocyclic Chemistry 1991, 28, 1629-1631.
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(1991)
Heterocyclic Chemistry
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Peters, D.1
Hornfeldt, A.-B.2
Gronowitz, S.J.3
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