Stereocontrolled Synthesis of Complicated Oxacyclic Compounds via Platinum-Catalyzed [4+2]-Cycloadditions and Annulations of Enynals with Allylic Alcohols

被引：80

作者：

Hsu, Yu-Chia ^{[1
]}

Ting, Chun-Ming ^{[1
]}

Liu, Rai-Shung ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 06期

关键词：

CYCLOADDITION; CYCLIZATION; GENERATION; ALKENES; IONS;

D O I：

10.1021/ja809560c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report stereoselective synthesis of tricyclic ketals through Pt(II)-catalyzed [4 + 2]-cycloaddition of benzopyrilium/1-en-3-ol functionalities. For nonaromatic enynals, we obtained distinct tricyclic oxacyctic ketones due to occurrence of a new annulation reaction. This work reports the first example that [4 + 2]-cycloadducts are successfully intercepted from such functionalities in diversified approaches. The value of such cycloadditions and annulations are shown by their high diastereoselectivities and chemoselectivities.

引用

页码：2090 / +

页数：3

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