Pyridinedithioesters as heterodienophiles: Application to the synthesis of aprikalim

被引：37

作者：

Bastin, R ^{[1
]}

Albadri, H ^{[1
]}

Gaumont, AC ^{[1
]}

Gulea, M ^{[1
]}

机构：

[1] Univ Caen, ENSICAEN, CNRS, UMR 6507,Lab Chim Mol & Thioorgan, F-14050 Caen, France

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 06期

关键词：

D O I：

10.1021/ol052942k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyridinedithioesters can be used as efficient heterodienophiles when activated by complexation with BF3, by protonation, or by oxidation of the nitrogen atom of the pyridine moiety. The hetero-Diels-Alder reaction using 3-pyridinedithioester as a heterodienophile was the key step in a new synthesis of Aprikalim in racemic form. The methodology can be reliably extended to prepare new analogues of Aprikalim.

引用

页码：1033 / 1036

页数：4

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