An N,N′-Dioxide/In(OTf)3 catalyst for the asymmetric hetero-diels-alder reaction between Danishefsky's dienes and aldehydes:: Application in the total synthesis of triketide

被引：112

作者：

Yu, Zhipeng ^{[1
]}

Liu, Xiaohua ^{[1
]}

Dong, Zhenhua ^{[1
]}

Xie, Mingsheng ^{[1
]}

Feng, Xiaoming ^{[1
,2
]}

机构：

[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

[2] Sichuan Univ, State Key Lab Oral Dis, Chengdu 610041, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 07期

关键词：

aldehydes; asymmetric catalysis; cycloaddition; indium; nitrogen oxide;

D O I：

10.1002/anie.200704759

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) In-teresting catalyst: An asymmetric hetero Diels-Alder reaction between Danishefsky's dienes and various aldehydes using an N,N′-dioxide/In(OTf)3 complex affords highly substituted chiral dihydropyranones with up to 99% ee (see scheme). The catalyst was applied to the synthesis of triketide from propionaldehyde in 72% yield and with 97% ee. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1308 / 1311

页数：4

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