Ligand effects in gold- and platinum-catalyzed cyclization of enynes:: Chiral gold complexes for enantioselective alkoxycyclization

被引：239

作者：

Muñoz, MP

Adrio, J

Carretero, JC

Echavarren, AM ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain

[2] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

来源：

ORGANOMETALLICS | 2005年 / 24卷 / 06期

关键词：

D O I：

10.1021/om0491645

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Phosphine and bidentate N-N ligands inhibit the Alder-ene-type cycloisomerization of enynes catalyzed by Pt(II) and favor the alkoxycyclization process. The enantioselective Pt(II)catalyzed alkoxycyclization has been studied in the presence of chiral mono- and bidentate phosphines, as well as chiral bidentate N-N ligands. Modest levels of enantioselection (up to 50% ee) have been obtained with Tol-BINAP as ligand. The alkoxycyclizations with a catalyst formed from [Au(L)Cl]/AgX proceed more readily, and up to 94% ee's have been obtained using [(AuCl)(2)(Tol-BINAP)] (47) as the precatalyst. The X-ray crystal structures of Au(I) complexes 47 and chloro-(R)-2-(tert-butylsulfenyl)-1-(diphenylphosphino)ferrocene gold(I) (39) show the AuCl fragments monocoordinated with the P centers of the chiral phosphine ligands.

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页码：1293 / 1300

页数：8

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