Ruthenium carbenes as catalysts in stereoselective ene-yne metathesis/Diels-Alder and ene-yne metathesis/Diels-Alder/cross coupling multicomponent reactions

Ruthenium carbenes as catalysts in stereoselective ene-yne metathesis/Diels-Alder and ene-yne metathesis/Diels-Alder/cross coupling multicomponent reactions
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DOI:
10.1016/j.tet.2012.05.011
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发表时间:
2012-07-08
期刊:
影响因子:
2.1
通讯作者:
Welker, Mark E.
Welker, Mark E.
中科院分区:
化学3区
文献类型:
--
作者:
Junker, Christopher S.;Welker, Mark E.

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研究了硅基取代的炔烃和烯烃的烯-炔交叉易位反应,以及2-硅基-1,3-二烯的Diels-Alder反应。这样原位制备的双烯被证明参与了高度非对映选择性的Diels-Alder反应。在一种情况下,硅取代的Diels-Alder环加合物随后在Hiyama交叉偶联反应中未经分离和纯化而被使用。交叉偶联反应使这些硅二烯能够用作各种其他双烯的合成子。(C)2012爱思唯尔有限公司。保留所有权利。
An ene-yne cross metathesis of silyl substituted alkynes and alkenes followed by a Diels-Alder reaction of the metathesis product 2-silyl-1,3-dienes has been developed. The dienes thus prepared in situ were shown to participate in highly diastereoselective Diels-Alder reactions. In one case the silicon substituted Diels-Alder cycloadduct was subsequently used without isolation and purification in a Hiyama cross coupling reaction. The cross coupling reactions enable these silicon dienes to be used as synthons for a variety of other dienes. (c) 2012 Elsevier Ltd. All rights reserved.