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85039562381
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note
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No solvent effect on this shift in the enantioselectivity was observed.
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47
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0037120175
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For the effect of substituents at the C5 of the oxazoline ring in the palladium-catalyzed allylic alkylation, see: M. A. Pericàs, C. Puigjaner, A. Riera, A. Vidal-Ferran, M. Gómez, F. Jeminéz, G. Muller, M. Rocamora, Chem. Eur. J. 2002, 8, 4164.
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85039584155
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note
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The verification of other bases such as nBuLi, HK, and tBuMgCl did not show any effect on the direction of chiral induction, but affected the level of enantioselectivity. For example, in the presence of nBuLi as a base BO 1a afforded the R product in 53% ee and 1b led to the S product in 28% ee.
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51
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The silylation of the dihydroxy BO was ruled out because it is unlikely that this reaction could occurs under the BSA/KOAc procedure. Efforts were made for the preparation of this disylilated BO ligand. This disilylated BO was found to be very instable under the BSA/KOAc conditions.
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