Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

1,3-Dienes are easily accessible chemicals that participate in a series of reactions acting on the carbon–carbon double bonds. Catalytic difunctionalization of 1,3-dienes provides a wide scope of functionalized chemicals. Pd(0) catalysts provide a diverse set of principles for the creation of asymmetric catalytic reactions, which are initiated with the oxidative addition and then undergo insertion reaction with one of double bonds of the 1,3-diene to become a π-allyl palladium species that is reactive toward nucleophilic attack. This review summarizes typical advances on the Pd(0)-catalyzed difunctionalization of 1,3-dienes in recent decades, particularly emphasizing the concepts that enable the switch from a racemic reaction to an enantioselective version.

1 Introduction

2 Amination

3 Boration

4 Carbonation

5 Hydrogenation

6 Oxygenation

7 Silylation

8 Conclusion and Outlook

1,3-Dienes are easily accessible chemicals that participate in a series of reactions acting on the carbon–carbon double bonds. Catalytic difunctionalization of 1,3-dienes provides a wide scope of functionalized chemicals. Pd(0) catalysts provide a diverse set of principles for the creation of asymmetric catalytic reactions, which are initiated with the oxidative addition and then undergo insertion reaction with one of double bonds of the 1,3-diene to become a π-allyl palladium species that is reactive toward nucleophilic attack. This review summarizes typical advances on the Pd(0)-catalyzed difunctionalization of 1,3-dienes in recent decades, particularly emphasizing the concepts that enable the switch from a racemic reaction to an enantioselective version.

1 Introduction

2 Amination

3 Boration

4 Carbonation

5 Hydrogenation

6 Oxygenation

7 Silylation

8 Conclusion and Outlook

中文翻译：

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钯（0）催化的1，3-二烯的双官能化：从外消旋到对映选择性

作为《五十周年综合报告》的一部分发行-金色周年纪念日

抽象的

1,3-二烯是易于获得的化学物质，参与一系列作用于碳-碳双键的反应。1,3-二烯的催化双官能化提供了广泛的官能化化学物质。Pd（0）催化剂为形成不对称催化反应提供了多种原理，这些反应是通过氧化加成反应引发的，然后与1,3-二烯的双键之一进行插入反应，成为π-烯丙基钯对亲核攻击具有反应性的物种。这篇综述总结了近几十年来Pd（0）催化的1,3-二烯双官能化的典型进展，特别强调了使外消旋反应转变为对映体选择性的概念。

1引言

2胺化

3无聊

4碳化

5加氢

6氧合

7甲硅烷基化

8结论与展望

1,3-二烯是易于获得的化学物质，参与一系列作用于碳-碳双键的反应。1,3-二烯的催化双官能化提供了广泛的官能化化学物质。Pd（0）催化剂为形成不对称催化反应提供了多种原理，这些反应是通过氧化加成反应引发的，然后与1,3-二烯的双键之一进行插入反应，成为π-烯丙基钯对亲核攻击具有反应性的物种。这篇综述总结了近几十年来Pd（0）催化的1,3-二烯双官能化的典型进展，特别强调了使外消旋反应转变为对映体选择性的概念。

1引言

2胺化

3无聊

4碳化

5加氢

6氧合

7甲硅烷基化

8结论与展望