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Synthesis of β-substituted α-iodo cycloalkanones by the CuI-mediated conjugate addition of Grignard reagents to α-iodo cycloalkenones

✍ Scribed by Chin-Kang Sha; Chen-Tso Tseng; Wen-Sheng Chang


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
71 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


CuI-mediated conjugate addition of Grignard reagents to a-iodo cycloalkenones afforded b-substituted a-iodo cycloalkanones in good to excellent yields.


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A series of carbinamines (a,a,a-trisubstituted amines) have been prepared in a simple and efficient onepot procedure by the addition of Grignard reagents to a series of aliphatic, aromatic and heteroaromatic nitriles. The resulting magnesium imines are subsequently converted to the desired amine aft