Simmons–Smith reaction

由烯烃,二碘甲烷和Zn(Cu)制备环丙烷的反应

反应机理

反应实例

烯丙基胺的非对映选择性的Simmons–Smith环丙烷化反应。

参考文献

1. Simmons, H. E.; Smith, R. D. J. Am. Chem. Soc. 1958, 80, 5323􀀐-5324. Howard E. Simmons (1929-􀀐1997) was born in Norfolk, Virginia. He carried out his graduate studies at MIT under John D. Roberts and Arthur Cope. After obtaining his Ph.D. In 1954, he joined the Chemical Department of the DuPont Company, where he discovered the Simmons–Smith reaction with his colleague, R. D. Smith. Simmons rose to be the vice president of the Central Research at DuPont in 1979. His views on physical exercise were the same as those of Alexander Woollcot’s: “If I think about exercise,

I know if I wait long enough, the thought will go away.”【Howard E. Simmons (1929-􀀐1997)生于美国弗吉尼亚的诺福克。硕士期间在麻省理工学院师从John D. Roberts和Arthur Cope。1954年获得Ph.D.学位后,他入职杜邦化学部,在这里他和他的同事R.D.Smith发现了Simmons-Smith反应。1979年他升任杜邦研究中心副主任。他对于体育锻炼的态度和Alexander Woollcot一样:拖延是很好的偷懒方法。】

2. Limasset, J.-C.; Amice, P.; Conia, J.-M. Bull. Soc. Chim. Fr. 1969, 3981-􀀐3990.

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9. Davies, S. G.; Ling, K. B.; Roberts, P. M.; Russell, A. J.; Thomson, J. E. Chem. Commun. 2007, 4029-􀀐4031.

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12. Swaroop, T. R.; Roopashree, R.; Ila, H.; Rangappa, K. S. Tetrahedron Lett. 2013, 54, 147􀀐-150.

编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Simmons–Smith reaction,page 560-561.

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