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84858091526
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4 (5 mol %) in m-xylene at it for 24 h led to no consumption of 2a.
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4 (5 mol %) in m-xylene at it for 24 h led to no consumption of 2a.
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51
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84858107125
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N-Allenyl sulfonamides failed to undergo efficient enantioselective hydroamination under these conditions. For example, reaction of N-(2,2-diphenyl-4,5-hexadienyl)-p-toluenesulfonamide (0.30 M) with a catalytic mixture of, S)-l]Au2Cl2 (2.5 mol , and AgClO4 5 mol , at -20°C for 48 h led to 66% conversion to form 4,4-diphenyl-l-p-toluenesulfonyl-2-vinylpyrrolidine with 8% ee
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4 (5 mol %) at -20°C for 48 h led to 66% conversion to form 4,4-diphenyl-l-p-toluenesulfonyl-2-vinylpyrrolidine with 8% ee.
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52
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34547149600
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An authentic sample of (S)-15 (98% ee) was prepared from commercially available Z-L-prolinol in two steps employing published procedures.14b,c
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b,c
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53
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55
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2 [1:1 (v/v)] in a 10 cm cell displayed an optical rotation of +0.41.
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2 [1:1 (v/v)] in a 10 cm cell displayed an optical rotation of +0.41.
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