Gold catalysis: benzanellation versus alkylidenecyclopentenone synthesis

被引：53
作者：
Hashmi, A. Stephen K. [1 ,2 ]
Woelfle, Michael [2 ]
机构：
[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany
[2] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany
来源：
TETRAHEDRON | 2009年 / 65卷 / 44期
关键词：
ENANTIOSELECTIVE SYNTHESIS; CYCLIZATION; PHENANTHRENES; SUBSTITUTION; COMPLEXES; MECHANISM; ALDEHYDES; ALKYNES;
D O I：
10.1016/j.tet.2009.08.074
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of different furan-yn-ols were prepared by a three-step sequence. Their reaction with Gagosz's catalyst Ph3PAuNTf2 depends strongly on the substitution pattern of the Substrate and the quality of the leaving group. Benzofurans, alkylidenecyclopentenones or Meyer-Schuster type products can be obtained. Improving the leaving group quality leads to the preferred formation of benzofurans. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9021 / 9029
页数：9
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