Transition-Metal-Catalyzed Asymmetric Allylation of Carbonyl Compounds with Unsaturated Hydrocarbons
Transition-Metal-Catalyzed Asymmetric Allylation of Carbonyl Compounds with Unsaturated Hydrocarbons
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DOI：
10.1055/s-0036-1590986
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发表时间：
2017-12
期刊：
影响因子：
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通讯作者：
Pu-Sheng Wang;Meng-Lan Shen;L. Gong
中科院分区：
文献类型：
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作者：
Pu-Sheng Wang;Meng-Lan Shen;L. Gong
摘要羰基化合物的不对称烯丙基化反应是形成碳-碳键的一个重要过程，生成光学活性的高烯丙基醇，是有机合成中用途广泛的结构单元。在过渡金属催化的不对称烯丙基化反应中，使用容易获得的不饱和烃作为烯丙基化试剂，作为一种步骤经济或原子经济的替代方案，已经受到越来越多的关注。本文综述了过渡金属催化的对映选择性烯丙基化反应，着重介绍了简单不饱和烃（包括二烯、联烯、炔和烯烃）作为烯丙基化试剂的“间接”和“直接”应用，并重点介绍了概念新颖的反应。1引言2不饱和烃在羰基化合物的不对称烯丙基化中的“间接”使用2.1与1，3-二烯的对映选择性烯丙基化2.2与丙二烯的对映选择性烯丙基化2.3与烯烃的对映选择性烯丙基化3不饱和烃在羰基化合物的不对称烯丙基化中的“直接”使用3.1与1，3-二烯3.2与丙二烯的对映选择性烯丙基化3.3与炔的对映选择性烯丙基化3.4与烯烃的对映选择性烯丙基化4结论
Abstract The asymmetric allylation of carbonyl compounds is an important process for the formation of carbon–carbon bonds, generating optically active homoallylic alcohols that are versatile building blocks with widespread applications in organic synthesis. The use of readily available unsaturated hydrocarbons as allylating reagents in the transition-metal-catalyzed asymmetric allylation has received increasing interest as either a step- or an atom-economy alternative. This review summarizes transition-metal-catalyzed enantioselective allylations on the basis of the ‘indirect’ and ‘direct’ use of simple unsaturated hydrocarbons (include dienes, allenes, alkynes, and alkenes) as allylating reagents, with emphasis on highlighting conceptually novel reactions. 1 Introduction 2 ‘Indirect’ Use of Unsaturated Hydrocarbons in Asymmetric Allylation of Carbonyl Compounds 2.1 Enantioselective Allylation with 1,3-Dienes 2.2 Enantioselective Allylation with Allenes 2.3 Enantioselective Allylation with Alkenes 3 ‘Direct’ Use of Unsaturated Hydrocarbons in Asymmetric Allylation of Carbonyl Compounds 3.1 Enantioselective Allylation with 1,3-Dienes 3.2 Enantioselective Allylation with Allenes 3.3 Enantioselective Allylation with Alkynes 3.4 Enantioselective Allylation with Alkenes 4 Conclusions