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52049121268
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Saidi, M.R.1
Azizi, N.2
Akbari, E.3
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8
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33845279035
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Wang, Y.-F.; Lalonde, J. J.; Momongan, M.; Bergbreiter, D. E.; Wong, C.-H. J. Am. Chem. Soc. 1988, 110, 7200-7205
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García-Urdiales, E.1
Alfonso, I.2
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10
-
-
78449293491
-
-
Enantiomeric excess was determined by HPLC as a TBDPS ether
-
Enantiomeric excess was determined by HPLC as a TBDPS ether.
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-
-
-
11
-
-
78449303284
-
-
The absolute configuration was determined by conversion of 10 to the previously reported product, (+)-(3 S)- N - tert -butoxycarbonyl-3- hydroxymethyl-piperidine. See Supporting Information for details
-
The absolute configuration was determined by conversion of 10 to the previously reported product, (+)-(3 S)- N-tert -butoxycarbonyl-3-hydroxymethyl- piperidine. See Supporting Information for details.
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-
-
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12
-
-
33744823336
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-
Liu, T.-Y.; Long, J.; Li, B.-J.; Jiang, L.; Li, R.; Wu, Y.; Ding, L.-S.; Chen, Y.-C. Org. Biomol. Chem. 2006, 4, 2097-2099
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(2006)
Org. Biomol. Chem.
, vol.4
, pp. 2097-2099
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-
Liu, T.-Y.1
Long, J.2
Li, B.-J.3
Jiang, L.4
Li, R.5
Wu, Y.6
Ding, L.-S.7
Chen, Y.-C.8
-
13
-
-
22244434208
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Othman, R. B.; Bousquet, T.; Fousse, A.; Othman, M.; Dalla, V. Org. Lett. 2005, 7, 2825-2828
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(2005)
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, vol.7
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Othman, R.B.1
Bousquet, T.2
Fousse, A.3
Othman, M.4
Dalla, V.5
-
14
-
-
28244432865
-
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Othman, R. B.; Bousquet, T.; Othman, M.; Dalla, V. Org. Lett. 2005, 7, 5335-5337
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, vol.7
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Othman, R.B.1
Bousquet, T.2
Othman, M.3
Dalla, V.4
-
15
-
-
33644778556
-
-
Comin, M. J.; Parrish, D. A.; Deschamps, J. R.; Marquez, V. E. Org. Lett. 2006, 8, 705-708
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, vol.8
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Comin, M.J.1
Parrish, D.A.2
Deschamps, J.R.3
Marquez, V.E.4
-
16
-
-
29044439970
-
-
Hong, S. H.; Sanders, D. P.; Lee, C. W.; Grubbs, R. H. J. Am. Chem. Soc. 2005, 127, 17160-17161
-
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, vol.127
, pp. 17160-17161
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Hong, S.H.1
Sanders, D.P.2
Lee, C.W.3
Grubbs, R.H.4
-
17
-
-
0346996359
-
-
Locardi, E.; Boer, J.; Modlinger, A.; Schuster, A.; Holzmann, B.; Kessler, H. J. Med. Chem. 2003, 46, 5752-5762
-
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-
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Locardi, E.1
Boer, J.2
Modlinger, A.3
Schuster, A.4
Holzmann, B.5
Kessler, H.6
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19
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33750283011
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Miyaura, N.; Ishiyama, T.; Sasaki, H.; Ishikawa, M.; Satoh, M.; Suzuki, A. J. Am. Chem. Soc. 1989, 111, 314-321
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Miyaura, N.1
Ishiyama, T.2
Sasaki, H.3
Ishikawa, M.4
Satoh, M.5
Suzuki, A.6
-
20
-
-
78449272837
-
-
We synthesized 22 from racemic 6 in 7 steps in a similar manner. See Supporting Information for details
-
We synthesized 22 from racemic 6 in 7 steps in a similar manner. See Supporting Information for details.
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-
-
-
21
-
-
78449273060
-
-
To the best of our knowledge, there is no example of quinolizidine synthesis by aza-Michael reaction using α-substituted enone as a substrate. For an example of quinolizidine synthesis in a similar system, see
-
To the best of our knowledge, there is no example of quinolizidine synthesis by aza-Michael reaction using α-substituted enone as a substrate. For an example of quinolizidine synthesis in a similar system, see
-
-
-
-
22
-
-
0028840773
-
-
Pilli, R. A.; Dias, L. C.; Maldaner, A. O. J. Org. Chem. 1995, 60, 717-722
-
(1995)
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, vol.60
, pp. 717-722
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Pilli, R.A.1
Dias, L.C.2
Maldaner, A.O.3
-
25
-
-
78449301056
-
-
The product 24 is presumably a thermodynamic product since this isomer was obtained as a single isomer under the basic conditions with heating (Table 1, entry 2), in which the analogous compound underwent epimerization (ref 14b)
-
The product 24 is presumably a thermodynamic product since this isomer was obtained as a single isomer under the basic conditions with heating (Table 1, entry 2), in which the analogous compound underwent epimerization (ref 14b).
-
-
-
-
26
-
-
78449304249
-
-
3N. See Supporting Information for details
-
3N. See Supporting Information for details.
-
-
-
-
27
-
-
78449298845
-
-
When the reaction was performed without p -quinone, a significant decrease in yield (45%) was observed, likely due to isomerization of the terminal C-C double bonds (ref 10)
-
When the reaction was performed without p -quinone, a significant decrease in yield (45%) was observed, likely due to isomerization of the terminal C-C double bonds (ref 10).
-
-
-
-
28
-
-
78449283310
-
-
3N, a decrease in yield (<60%) was observed
-
3N, a decrease in yield (<60%) was observed.
-
-
-
-
29
-
-
78449276624
-
-
The optical purity of the synthetic petrosin (>99% ee) was confirmed by Mosher's method for a diol derived from 1, which was prepared by reduction of two carbonyl groups, indicating that epimerization of optically active petrosin did not proceed at all in our case
-
The optical purity of the synthetic petrosin (>99% ee) was confirmed by Mosher's method for a diol derived from 1, which was prepared by reduction of two carbonyl groups, indicating that epimerization of optically active petrosin did not proceed at all in our case.
-
-
-
-
30
-
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0035158740
-
-
Chiba, H.; Asanuma, S.; Okamoto, M.; Inokoshi, J.; Tanaka, H.; Fujita, K.; Omura, S. J. Antibiot. 2001, 54, 818-826
-
(2001)
J. Antibiot.
, vol.54
, pp. 818-826
-
-
Chiba, H.1
Asanuma, S.2
Okamoto, M.3
Inokoshi, J.4
Tanaka, H.5
Fujita, K.6
Omura, S.7
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