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68149135750
-
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Control of the temperature is critical to the success of this resolution procedure, as an alternative polymorph of the salt, leading to racemic 10, is produced at higher temperatures
-
Control of the temperature is critical to the success of this resolution procedure, as an alternative polymorph of the salt, leading to racemic 10, is produced at higher temperatures.
-
-
-
-
43
-
-
68149120171
-
-
1H NMR spectroscopic analysis in the presence of (S)-O-acetylmandelic acid as a chiral shift reagent and comparison with an authentic racemic sample.
-
1H NMR spectroscopic analysis in the presence of (S)-O-acetylmandelic acid as a chiral shift reagent and comparison with an authentic racemic sample.
-
-
-
-
44
-
-
68149105256
-
-
1H NMR spectrum of the crude reaction mixtures (and the pure products); relatively large chemical shift differences between the tert-butyl singlets of the diastereoisomeric products facilitated this analysis.
-
1H NMR spectrum of the crude reaction mixtures (and the pure products); relatively large chemical shift differences between the tert-butyl singlets of the diastereoisomeric products facilitated this analysis.
-
-
-
-
45
-
-
68149113465
-
-
Alternatively, the aldehyde and 10 are separable by distillation
-
Alternatively, the aldehyde and 10 are separable by distillation.
-
-
-
-
46
-
-
0000160925
-
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Rangaishenvi, M. V.; Singaram, B.; Brown, H. C. J. Org. Chem. 1991, 56, 3286.
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Rangaishenvi, M.V.1
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-
47
-
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0010640653
-
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The enantiomeric excesses of (S)-23 and (R)-24 were determined by reduction and conversion of the resultant alcohol to the corresponding Mosher's ester; see: Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543. Full details are contained within Supporting Information.
-
The enantiomeric excesses of (S)-23 and (R)-24 were determined by reduction and conversion of the resultant alcohol to the corresponding Mosher's ester; see: Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543. Full details are contained within Supporting Information.
-
-
-
-
48
-
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0000160925
-
-
Rangaishenvi, M. V.; Singaram, B.; Brown, H. C. J. Org. Chem. 1991, 56, 3286.
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Rangaishenvi, M.V.1
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49
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0000693558
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Barluenga, J.; Aguilar, E.; Olano, B.; Fustero, S. J. Org. Chem. 1998, 53, 1741.
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-
50
-
-
68149121402
-
-
The enantiomeric excesses of (S)-25, (R)-25, (S)-26, (3S,5R)-27, and (3R,5S)-27 were determined by chiral GC analysis.
-
The enantiomeric excesses of (S)-25, (R)-25, (S)-26, (3S,5R)-27, and (3R,5S)-27 were determined by chiral GC analysis.
-
-
-
-
52
-
-
33845470004
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54
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-
68149140572
-
-
In these cases, partial oxidation of the auxiliary 10 to the oxime 9 occurred under the reaction conditions. A mixture of 9 and 10 was thus isolated after chromatography, in addition to the desired iodolactones 27 and 28
-
In these cases, partial oxidation of the auxiliary 10 to the oxime 9 occurred under the reaction conditions. A mixture of 9 and 10 was thus isolated after chromatography, in addition to the desired iodolactones 27 and 28.
-
-
-
-
56
-
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38049052215
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