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Updated: Jan 8, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
1,5-Conjugate Addition: A Potentially Valuable Synthetic Tool
Jing-Ming Zhang1,2, Shi-Feng Tao1,2, Xing-Kai Zhao1,2
1School of Chemistry and Materials Science, Hangzhou Institute For Advanced Study, University of Chinese Academy of Sciences, Hangzhou, China.
Abstract:
Different from well-known 1,4- and 1,6-conjugate addition reactions, umpolung 1,5-addition is considered electronically mismatched and is rarely explored. With palladium hydride catalysis, 1,5-addition was recently proved to be feasible. Diverse types of C-, O-, and N-based nucleophiles can be enantioselectively introduced to the γ-position of electron-deficient conjugated dienes. A series of privileged cyclic structures can also be conveniently prepared through 1,5-addition-involved cascade processes with high stereocontrol. This article provides a perspective on the concept development and advancement of 1,5-conjugate addition, which has gradually emerged as a new synthetic model.
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