Stille reaction over cis-halocyclohexadienediol derivatives

被引：12

作者：

Heguaburu, Viviana ^{[1
]}

Sa, Marcus Mandolesi ^{[2
]}

Schapiro, Valeria ^{[1
]}

Pandolfi, Enrique ^{[1
]}

机构：

[1] UdelaR, Dept Quim Organ, Fac Quim, Montevideo 11800, Uruguay

[2] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 48期

关键词：

cis-Cyclohexadienediols; Stille reaction; Microwave;

D O I：

10.1016/j.tetlet.2008.09.049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stille reaction was performed with several halo cis-diol derivatives by reaction with allyltributyltin in the presence of a palladium Catalyst forming allyl cis-clihydrodiol derivatives. These couplings were conducted with conventional heating as well as with microwave irradiation. Allylbenzene cis-dihydrodiol was obtained with excellent yield using mild conventional hearing. However, if the diol moiety is protected with the isopropylidene group, the expected product is obtained Only Under microwave irradiation. The unusual reactivity observed for the polyoxygenated derivatives suggests assistance of the free hydroxyls in the catalytic cycle. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：6787 / 6790

页数：4

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