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79959383801
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Additives tried without success: TsOH (20 mol%) and ZrCl4 (20 mol%)
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Additives tried without success: TsOH (20 mol%) and ZrCl4 (20 mol%).
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67
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79959385676
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Use of optimal O3ReOSiPh3 catalyzed conditions provided the following outcome (yield (%) (E: Z)): entry 8: 71 (5: 1); entry 9: 63 (1: 3.5); entry 10: 85 (5: 1); entry 11: 81 (3: 1). Use of AuCl3 catalyzed conditions for entry 25: 92%, 10: 1 E: Z. Au catalysis (AuCl3) failed with allylic alcohol 1a. Re catalysis failed with allylic alcohol 2k, and propargylic alcohols 4a and 4c. See ESI† for more details
-
Use of optimal O3ReOSiPh3 catalyzed conditions provided the following outcome (yield (%) (E: Z)): entry 8: 71 (5: 1); entry 9: 63 (1: 3.5); entry 10: 85 (5: 1); entry 11: 81 (3: 1). Use of AuCl3 catalyzed conditions for entry 25: 92%, 10: 1 E: Z. Au catalysis (AuCl3) failed with allylic alcohol 1a. Re catalysis failed with allylic alcohol 2k, and propargylic alcohols 4a and 4c. See ESI† for more details.
-
-
-
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68
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79959388782
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After completion of a reaction with substrate 2e (24 h) under optimized reaction conditions (Table 2), an additional equal amount of starting material 2e was added to the reaction mixture. Upon stirring for another 24 h, the reaction gave the desired product 3e in the same yield (80%). See ESI† for more details
-
After completion of a reaction with substrate 2e (24 h) under optimized reaction conditions (Table 2), an additional equal amount of starting material 2e was added to the reaction mixture. Upon stirring for another 24 h, the reaction gave the desired product 3e in the same yield (80%). See ESI† for more details
-
-
-
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69
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79959417109
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For a related, original discussion of similar mechanisms using metaloxo catalysts, see
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For a related, original discussion of similar mechanisms using metaloxo catalysts, see
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79959389353
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Protic acid catalysis can be ruled out based on the weak acidity of boronic acids and an unsuccessful attempt to catalyze the reaction of 2a with TsOH$H2O under the same conditions as Table 2, entry 1
-
Protic acid catalysis can be ruled out based on the weak acidity of boronic acids and an unsuccessful attempt to catalyze the reaction of 2a with TsOH$H2O under the same conditions as Table 2, entry 1.
-
-
-
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72
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79959482788
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See ESI† for more details
-
See ESI† for more details.
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73
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79959427762
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For similar examples, see
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For similar examples, see
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