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CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 122-134
DOI: 10.1055/s-0037-1610379
DOI: 10.1055/s-0037-1610379
short review
Palladium(0)-Catalyzed Difunctionalization of 1,3-Dienes: From Racemic to Enantioselective
We are grateful for financial support from NSFC (21672197, 21672049).Further Information
Publication History
Received: 17 October 2018
Accepted after revision: 18 October 2018
Publication Date:
15 November 2018 (online)
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
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