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用于立体选择性合成取代1,4 - 二烯和交叉共轭三烯的丙二烯 - 炔烃交叉偶联反应

Allene-alkyne cross-coupling for stereoselective synthesis of substituted 1,4-dienes and cross-conjugated trienes.

作者信息

Shimp Heidi L, Hare Alissa, McLaughlin Martin, Micalizio Glenn C

机构信息

Department of Chemistry, Yale Univeristy, New Haven, Connecticut 06520-8107.

出版信息

Tetrahedron. 2008 Apr 14;64(4):3437-3445. doi: 10.1016/j.tet.2008.02.015.

DOI:10.1016/j.tet.2008.02.015
PMID:18985173
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2577592/
Abstract

Titanium-mediated cross-coupling of allenic alcohols with alkynes has been investigated. Divergent reaction pathways were discovered that provide either stereodefined 1,4-dienes or substituted cross-conjugated trienes. In short, allene substitution plays a critical role in the determination of reaction pathway.

摘要

已对钛介导的联烯醇与炔烃的交叉偶联反应进行了研究。发现了不同的反应途径,这些途径可提供立体定向的1,4 - 二烯或取代的交叉共轭三烯。简而言之,联烯取代在反应途径的确定中起着关键作用。

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本文引用的文献

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Synthesis of substituted 1,4-dienes by direct alkylation of allylic alcohols.通过烯丙醇的直接烷基化反应合成取代的1,4 - 二烯。
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An alkoxide-directed alkyne-allene cross-coupling for stereoselective synthesis of 1,4-dienes.一种用于立体选择性合成1,4-二烯的醇盐导向的炔-丙二烯交叉偶联反应。
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Cross-coupling for cross-conjugation: practical synthesis and Diels-Alder reactions of [3]dendralenes.用于交叉共轭的交叉偶联:[3]轮烯的实用合成及狄尔斯-阿尔德反应
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Regio- and stereoselective cross-coupling of substituted olefins and imines. A convergent stereoselective synthesis of saturated 1,5-amino-alcohols and substituted piperidines.取代烯烃与亚胺的区域和立体选择性交叉偶联。饱和1,5-氨基醇和取代哌啶的汇聚式立体选择性合成。
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