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84992672993
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note
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· was overwhelming compared to the addition of the corresponding primary alkyl radical. The reaction is limited to secondary and tertiary alkyl iodides.
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40
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84992672978
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note
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· were also isolated in 10% yield (3d:4d, 23:77).
-
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45
-
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0000739168
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50
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84992625568
-
-
note
-
A competitive experiment was carried out on an equimolar mixture of 1a and 2b under conditions (i) at -40°C in the presence of 6 equiv. of t-BuI. Approximately 50% of unreacted 1a was recovered, together with 7a and 8a, and 2b was completely transformed into a mixture of 12, 13 and 16, 17.
-
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-
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51
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0002809809
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For analogues of 1b see: (a) Ukaji, Y.; Watai, T.; Sumi, T.; Fujisawa, T. Chem. Lett. 1991, 1555-1558.
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84992642138
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note
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In the case of 1b, the structure of which is very close to that of 1a, the assignments were based on the relative shielding of the proton α to the amino group and to the carboxylate in the diastereomeric products. With regard to 1c and 1d, correlations can be established between the relative chemical shift of the proton α to nitrogen in the chiral auxiliary in the diastereomeric adducts and their sterochemistry. Similar trends are observed in literature data, see Refs. 16f-h.
-
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60
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84992642137
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-
note
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2; the injection of 20 mL of air corresponds approximately to 35 or 20% molar quantities of oxygen.
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