钯/（S）-联萘酚磷酸酯催化的不对称烯丙基胺化反应。
Palladium/BINAP(S)-catalyzed asymmetric allylic amination.
作者信息
Faller J W, Wilt Jeremy C
机构信息
Department of Chemistry, Yale University, New Haven, CT 06520, USA.
出版信息
Org Lett. 2005 Feb 17;7(4):633-6. doi: 10.1021/ol047624k.
The enantioselective allylic amination of acyclic allylic carbonates catalyzed by a palladium/(S)-BINAP(S) system was investigated. Amination of several substrates proceeded with high ee. Crotyl carbonates show an unusually high regioselectivity for the branched isomer. The use of (S)-TolBINAP(S) and (S)-3,5-xylyl-BINAP(S) as ligands was found to increase the enantioselectivity of the aminations. A P,S binding mode of the BINAP(S) ligand was found in an X-ray crystallographic study. [reaction: see text]
研究了钯/（S）-联萘酚膦（S）体系催化的无环烯丙基碳酸酯的对映选择性烯丙基胺化反应。几种底物的胺化反应以高对映体过量（ee）进行。巴豆基碳酸酯对支链异构体表现出异常高的区域选择性。发现使用（S）-甲苯基联萘酚膦（S）和（S）-3,5-二甲基联萘酚膦（S）作为配体可提高胺化反应的对映选择性。在X射线晶体学研究中发现了联萘酚膦（S）配体的P，S结合模式。[反应：见正文]
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