Towards the total synthesis of stawamycin. Synthesis of C11-C21 fragment.

被引:7
作者
Dias, LC [1 ]
Jardim, LSA [1 ]
Ferreira, AA [1 ]
Soarez, HU [1 ]
机构
[1] Univ Estadual Campinas, Inst Quim, BR-13083970 Campinas, SP, Brazil
关键词
intramolecular Diels-Alder reaction; Stille coupling; herpes virus inhibitor;
D O I
10.1590/S0103-50532001000400003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The carbocyclic (C11-C21) fragment of Stawamycin has been prepared by a sequence involving 11 steps (10% overall yield) from methyl (R)-(-)-3-hydroxy-2-methylpropionate. Key steps are Pd-catalyzed Stille coupling reaction between a vinyl iodide and a vinylstannane followed by an intramolecular Diels-Alder cycloaddition reaction to afford the desired adduct as the major isomer together with three other possible adducts in 78% overall yield.
引用
收藏
页码:463 / 466
页数:4
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