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18
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0345304282
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Deconjugative asymmetric allylation of a dienolate with formation of a quarternary asymmetric center has been recently reported by Kobayashi et al. T. Abe, T. Suzuki, K. Sekiguchi, S. Hosokawa, and S. Kobayashi Tetrahedron Lett. 44 2003 9303 9305
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Abe, T.1
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Kobayashi, S.5
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20
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0036182498
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According to the procedure reported by Fujiki et al., 6 was prepared from 3-bromopropionaldehyde dimethylacetal (i ) as shown below. K. Fujiki, N. Tanifuji, Y. Sakaki, and T. Yokoyama Synthesis 2002 343 348
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(2002)
Synthesis
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Fujiki, K.1
Tanifuji, N.2
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Yokoyama, T.4
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23
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33644977345
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note
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4p-Me) underwent deconjugative asymmetric α-sulfenylation similar to 1, the methylsulfenyl and the (2-trimethylsilyl)ethylsulfenyl group introduced into the reaction products could not be elaborated to a thiol or an acylsulfenyl group.
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24
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33644975038
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note
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R 14.7 min (5), 10.4 min [the (3′Z)-isomer of 5 ], 25.1 min (11 )].
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25
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33644967653
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note
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+H): 434.2001. Found 434.1967.
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26
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33644977586
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note
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The structure of the (3′Z)-isomer of 5 was determined by NOESY spectrum which was observed between C-3′ H and C-4′ Me.
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27
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0034641497
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Taking into account its electronic and steric effects, it is anticipated that I can participate in the reaction more preferentially than II. See: S. Hosokawa, K. Sekiguchi, M. Enemoto, and S. Kobayashi Tetrahedron Lett. 41 2000 6429 6433
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Tetrahedron Lett.
, vol.41
, pp. 6429-6433
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Hosokawa, S.1
Sekiguchi, K.2
Enemoto, M.3
Kobayashi, S.4
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28
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33644974645
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note
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R 11.0 min (1 ), 14.9 min (ent-1 ). Daicel Chiralcel OJ ∅0.46 cm × 25 cm, hexane/EtOH/TFA = 99:1:0.1, flow rate 1.0 mL/min, 17.9 min (2 ) and 22.5 min (ent-2 ) detection at 238 nm).
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29
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33644973165
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note
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20).
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30
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0019979856
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H. Sasaki, H. Oishi, T. Hayashi, I. Matsuura, K. Ando, and M. Sawada J. Antibiot. 35 1982 396 400
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(1982)
J. Antibiot.
, vol.35
, pp. 396-400
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Sasaki, H.1
Oishi, H.2
Hayashi, T.3
Matsuura, I.4
Ando, K.5
Sawada, M.6
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31
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33644978054
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note
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Antibacterial activity of 1, ent-1, 2 and ent-2 were 128 μg/mL, >128 μg/mL, >128 μg/mL and >128 μg/mL against S. aureus and 0.25 μg/mL, >128 μg/mL, 16 μg/mL and >128 μg/mL against. M. catarrhalis, respectively. Evaluation of the inhibitory activity of those compounds against FAS is in progress.
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