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28
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84872261269
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note
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It was not possible to attach alcohol 9 directly to the chlorodiisopropylsilylpolystyrene resin used in our earlier work (ref 3e), necessitating the introduction of this new silyl linker protocol.
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29
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84872266808
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note
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The hydroxy-modified Merrifield resin (1% DVB, 100-200 mesh) was purchased from Novabiochem and used without further manipulation.
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46149140781
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34
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84872265363
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note
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Attempts to determine the yield and the diastereoselectivity at this stage by cleavage of the resin with HF·pyr/pyr gave only complex mixtures due to hemiacetal formation with the ketone group.
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37
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40
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84872274750
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note
-
2BOTf) to promote Z-enolization and syn-aldol additions of ketone (S)-4 s led only to poor yields and stereoselectivities with resin-bound aldehyde 3.
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41
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84958315401
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(a) Evans, D. A.; Rieger, D. L.; Bilodeau, M. T.; Urpi, F. J. Am. Chem. Soc. 1991, 113, 1047.
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43
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84872271596
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note
-
4, catecholborane, DIBAL) gave lower or overturned selectivities.
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44
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84872273072
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note
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After TBAF cleavage of resin 27, triol 28 was isolated in 30% yield over four steps.
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