The combination of intermolecular enyne cross metathesis and subsequent 1,4-hydrogenation opens a stereocontrolled and atom-economic access to trisubstituted olefins. By investigating different combinations of functionalized alkyne and alkene substrates, we found that the outcome (yield, E / Z ratio) of the Grubbs II-catalyzed enyne cross-metathesis step depends on the substrate’s structure, the amount of the alkene (used in excess), and the (optional) presence of ethylene. In any case, the 1,4-hydrogenation, catalyzed by 1,2-di­methoxybenzene-Cr(CO) 3 , proceeds stereospecifically to yield exclusively the E -products from both the E- and Z- 1,3-diene intermediates obtained by metathesis. A rather broad scope and functional group compatibility of the method is demonstrated by means of 15 examples.

中文翻译：

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通过烯炔交叉复分解和 1,4-氢化反应获得三取代烯烃的原子经济和立体定向

分子间烯炔交叉复分解和随后的 1,4-氢化的组合打开了获得三取代烯烃的立体控制和原子经济途径。通过研究功能化炔烃和烯烃底物的不同组合，我们发现 Grubbs II 催化的烯炔交叉复分解步骤的结果（产率、E/Z 比）取决于底物的结构、烯烃的量（过量使用） )，以及（可选的）乙烯的存在。在任何情况下，由 1,2-二甲氧基苯-Cr(CO) 3 催化的 1,4-氢化反应立体定向地进行，仅从 E-和 Z-1,3-二烯中间体获得 E-产物复分解。通过 15 个例子证明了该方法相当广泛的范围和官能团兼容性。