Metal-catalyzed asymmetric hetero-Diels-Alder reactions of unactivated dienes with glyoxylates

被引：43

作者：

Johannsen, M ^{[1
]}

Yao, SL ^{[1
]}

Graven, A ^{[1
]}

Jorgensen, KA ^{[1
]}

机构：

[1] Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark

来源：

PURE AND APPLIED CHEMISTRY | 1998年 / 70卷 / 05期

关键词：

D O I：

10.1351/pac199870051117

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The development of a catalytic asymmetric hetero-Diels-Alder methodology for the reaction of unactivated dienes with glyoxylates is presented. Several different asymmetric catalysts can be used, but copper-bisoxazolines and aluminium-BINOL give the highest yield, and the best chemo- and enantioselectivities. The reaction course is dependent on several factors such as the solvent and the anions coordinated to the catalyst. The scope of the reaction is outlined by the total synthesis of a natural occurring actinidiolide.

引用

页码：1117 / 1122

页数：6

共 23 条

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