Pd‐Catalyzed Decarboxylative Allylation for Stereoselective Syntheses of Allylic Alcohols bearing a Quaternary Carbon Center. Issue 6 (23rd April 2019)

• Record Type: Journal Article
• Authors: Shi, Linlin; He, Yingdong; Gong, Jianxian; Yang, Zhen
• Is Part Of: Asian journal of organic chemistry. Volume 8:Issue 6(2019)
• Page Start: 823
• Page End: 827
• Publication Date: 2019-04-23
• Subjects: Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201900208
• Languages: English
• ISSNs: 2193-5807

Abstract

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. Abstract : It's a Pd way ! Stereoselective synthesis of tri‐ and tetra‐substituted olefins bearing an allylic alcohol and a sterically‐congested quaternary carbon center has been achieved using a palladium‐catalyzed transformation of vinyl cyclic carbonates. The reaction conditions are mild, and the products are obtained in good yields and stereoselectivities.