Mechanistic insights into the gold-catalyzed cycloisomerization of bromoallenyl ketones: ligand-controlled regioselectivity.

Mechanistic insights into the gold-catalyzed cycloisomerization of bromoallenyl ketones: ligand-controlled regioselectivity.
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DOI:
10.1021/ja802144t
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发表时间:
2008-05
影响因子:
15
通讯作者:
Yuanzhi Xia;A. S. Dudnik;V. Gevorgyan;Yahong Li
Yuanzhi Xia;A. S. Dudnik;V. Gevorgyan;Yahong Li
中科院分区:
化学1区
文献类型:
--
作者:
Yuanzhi Xia;A. S. Dudnik;V. Gevorgyan;Yahong Li

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通过计算和实验研究,阐明了金催化的溴烯丙基酮在甲苯中的环异构化反应机理。研究了Au(I)和Au(III)催化的发散1,2-迁移反应,结果表明,在Au(Pr3)-L(L=Cl、OTf、BF4和SbF6)催化剂上,区域化学与配体有关。
Through computational and experimental studies, the mechanisms of gold-catalyzed cycloisomerization of bromoallenyl ketones in toluene have been elucidated. The divergent 1,2-migrations for the Au(I)- and Au(III)-catalyzed reactions have been investigated, and the results confirmed that the regiochemistry is ligand-dependent in cases of Au(PR3)L (L = Cl, OTf, BF4, and SbF6) catalysts.