The synthesis of (Z)-trisubstituted allylic alcohols by the selective 1,4-hydrogenation of dienol esters: Improved synthesis of (-)-β-santalol

Fehr C.; Magpantay I.; Vuagnoux M.; Dupau P.

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The synthesis of (Z)-trisubstituted allylic alcohols by the selective 1,4-hydrogenation of dienol esters: Improved synthesis of (-)-β-santalol

机译：通过二烯醇酯的1，，4-加氢选择性合成（Z）-三取代的烯丙醇：（-）-β-檀香醇的改进合成

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(E)-Trisubstituted allylic alcohols are commonly prepared from the corresponding (E)-enals, themselves readily accessible by a simple aldol condensation reaction. We demonstrate that these very same (E)-enals can be converted into (Z)-trisubstituted allylic acetates (and thus alcohols) by a ruthenium-catalyzed 1,4-hydrogenation of the corresponding dienol acetates. This simple solution to a long-lasting problem was applied to an industrially feasible synthesis of (-)-β-santalol.

机译：（E）-三取代的烯丙醇通常由相应的（E）-烯醛制备，它们本身可通过简单的醛醇缩合反应容易地获得。我们证明，通过钌催化的相应的二烯醇乙酸酯的1，4-氢化，这些非常相同的（E）-烯醛可以转化为（Z）-三取代的烯丙基乙酸酯（进而是醇）。这种解决长期存在问题的简单方法已应用于（-）-β-檀香醇的工业可行合成中。

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《Chemistry: A European journal》 |2011年第4期|共4页
作者
Fehr C.; Magpantay I.; Vuagnoux M.; Dupau P.;
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正文语种 eng
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allylic alcohols; fragrances; hydrogenation; natural products; ruthenium;

机译：烯丙醇;香料;加氢;天然产物;钌;

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机译：二烯醇酯的选择性1,4-加氢合成（Z）-三取代的烯丙醇：（？）-β-檀香醇的改进合成
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机译：反式水源/烷基化：三取代烯丙基醇的单罐合成

The synthesis of (Z)-trisubstituted allylic alcohols by the selective 1,4-hydrogenation of dienol esters: Improved synthesis of (-)-β-santalol

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