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Pd‐Catalyzed Decarboxylative Allylation for Stereoselective Syntheses of Allylic Alcohols bearing a Quaternary Carbon Center
Author(s) -
Shi Linlin,
He Yingdong,
Gong Jianxian,
Yang Zhen
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900208
Subject(s) - allylic rearrangement , chemistry , stereoselectivity , catalysis , palladium , decarboxylation , organic chemistry , stereocenter , combinatorial chemistry , enantioselective synthesis
Abstract Olefins play a vital role in the fields of bioscience, medicine, and chemistry. Stereo‐defined olefins are important resource in both chemical laboratory and industry. Using a palladium‐catalyzed decarboxylative transformation of vinyl cyclic carbonates, we have developed an efficient and reliable method for the direct construction of highly substituted olefins with the concomitant formation of a new Csp 3 ‐Csp 3 bond. The desired olefins could be generated in reasonable yields with good stereoselectivities, in contrast to the existing methods, which are usually non‐stereoselective. The palladium‐catalyzed decarboxylative transformation will undoubtedly provide new synthetic routes for the formation of multi‐substituted allylic scaffolds.