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25 alkyl chain. No attempt was made to separate the isomers in this sequence, and the isomeric mixture does not appear to adversely affect the reactivity
-
25 alkyl chain. No attempt was made to separate the isomers in this sequence, and the isomeric mixture does not appear to adversely affect the reactivity.
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76
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77
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84855627055
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CCDC-663,289 (37) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
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CCDC-663,289 (37) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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77955141948
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Absolute and relative configuration of product 39e were assigned based on analogy to the 6-membered series
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Absolute and relative configuration of product 39e were assigned based on analogy to the 6-membered series.
-
-
-
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86
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84855627053
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15 methyl series appears to perform slightly better in the CM than the desmethyl series. We are unsure as to the exact explanation for that difference
-
15 methyl series appears to perform slightly better in the CM than the desmethyl series. We are unsure as to the exact explanation for that difference.
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87
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0001485878
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89
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84855626390
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The CIF containing the supplementary crystallographic data for compound 7 has been previously reported. These data can be obtained free of charge from the American Chemical Society via
-
The CIF containing the supplementary crystallographic data for compound 7 has been previously reported. These data can be obtained free of charge from the American Chemical Society via http://pubs.acs.org/doi/suppl/10.1021/ ja803613w/suppl-file/ja803613w-file006.cif.
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-
-
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90
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77955133100
-
-
Attempts to switch the diastereoselectivity of this reaction through the use of sulfonamide catalyst 31 conditions led to a formation the same diastereomer 7; however, use of enantiomeric sulfamide catalyst ent - 31 gave what we have tentatively assigned as the alternate trans -disatereomer 48 in modest diastereosectivity (1.5:1 dr)
-
Attempts to switch the diastereoselectivity of this reaction through the use of sulfonamide catalyst 31 conditions led to a formation the same diastereomer 7; however, use of enantiomeric sulfamide catalyst ent-31 gave what we have tentatively assigned as the alternate trans -disatereomer 48 in modest diastereosectivity (1.5:1 dr).
-
-
-
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91
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84855626386
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The CIF containing the supplementary crystallographic data for compound 49 has been previously reported. These data can be obtained free of charge from the American Chemical Society via
-
The CIF containing the supplementary crystallographic data for compound 49 has been previously reported. These data can be obtained free of charge from the American Chemical Society via http://pubs.acs.org/doi/suppl/10.1021/ ja803613w/suppl-file/ja803613w-file007.cif.
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92
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0007405906
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One example of such a [2,3]-sigmatropic rearrangement has been reported
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84855627052
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Preparation of LiTMP: To a solution of 2,2,6,6-tetramethylpiperidine (283 mg, 340 μL, 2.0 mmol) in THF (0.86 mL) was added n -BuLi (0.8 mL, 2.0 mmol, 2.5 M in hexanes). The reaction was warmed to -10 °C and stirred for 30 min prior to use
-
Preparation of LiTMP: To a solution of 2,2,6,6-tetramethylpiperidine (283 mg, 340 μL, 2.0 mmol) in THF (0.86 mL) was added n -BuLi (0.8 mL, 2.0 mmol, 2.5 M in hexanes). The reaction was warmed to -10 °C and stirred for 30 min prior to use.
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