A facile preparation of alkenyl-and allenylmetallic compounds by means of iodine-metal exchange and their use in organic synthesis
H Shinokubo, H Miki, T Yokoo, K Oshima, K Utimoto
Index: Shinokubo, Hiroshi; Miki, Hiroaki; Yokoo, Toshiaki; Oshima, Koichiro; Utimoto, Kiitiro Tetrahedron, 1995 , vol. 51, # 43 p. 11681 - 11692
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Citation Number: 37
Abstract
Stereospecific lithium-halogen exchange of alkenyl iodides was performed upon treatment with butyllithium in non-polar solvents such as hexane, benzene, and toluene at 25° C to provide alkenyllithiums quantitatively with retention of the configuration. Metal-iodine exchange of allenyl iodides with n-BuLi, i-PrMgBr or Et2Zn was also performed effectively to afford the corresponding allenylmetallic reagents. An addition of carbonyl compounds to ...
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