Accessing Axially Chiral Biaryls via Organocatalytic Enantioselective Dynamic-Kinetic Resolution-Semipinacol Rearrangement
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DOI: 10.1021/acscatal.7b01056
Abstract: We have developed a synthetic strategy to access axially chiral biaryls through a dynamic-kinetic resolution-semipinacol rearrangement process. The axial chirality together with a sp3 quaternary carbon can be introduced in a single chemical operation. The… read more here.
Keywords: resolution semipinacol; kinetic resolution; semipinacol rearrangement; dynamic kinetic ... See more keywords
Asymmetric Synthesis of Cyclobutanone via Lewis Acid Catalyzed Tandem Cyclopropanation/Semipinacol Rearrangement.
Sign Up to like & getrecommendations! Published in 2018 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.8b06835
Abstract: Chiral Lewis acid catalyzed asymmetric formation of cyclobutanones from α-silyloxyacroleins and α-alkyl or α-aryl diazoesters has been developed. In the presence of a chiral oxazaborolidinium ion catalyst, various α-silyloxycyclobutanones possessing a chiral β-quaternary center were… read more here.
Keywords: lewis acid; tandem cyclopropanation; cyclopropanation semipinacol; semipinacol rearrangement ... See more keywords
Organocatalytic asymmetric electrophilic tandem selenylation semipinacol rearrangement of 1-(1-arylvinyl)cyclobutanols.
Sign Up to like & getrecommendations! Published in 2025 at "Chemical communications"
DOI: 10.1039/d5cc01919b
Abstract: Chiral BINAM-derived sulfide and boron trifluoride etherate cocatalyzed enantioselective electrophilic selenylation/semipinacol rearrangement of 1-(1-arylvinyl)cyclobutanols was developed for the first time. Various selenium-containing cyclopentanones were obtained in moderate to excellent yields with good enantioselectivities. Moreover, a… read more here.
Keywords: semipinacol rearrangement; selenylation semipinacol; arylvinyl cyclobutanols; rearrangement arylvinyl ... See more keywords