Efficient asymmetric syntheses of α-quaternary lactones and esters through chiral bifunctional sulfide-catalyzed desymmetrizing bromolactonization of α,α-diallyl carboxylic acids

Asymmetric halolactonizations are powerful methods for the syntheses of chiral lactones. Catalytic and highly enantioselective halolactonizations of α-allyl carboxylic acids, however, continue to present a formidable challenge. Herein, we report the chiral bifunctional sulfide-catalyzed desymmetrizi...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2021-10, Vol.57 (83), p.197-191
Hauptverfasser: Hiraki, Mana, Okuno, Ken, Nishiyori, Ryuichi, Noser, Ahmed A, Shirakawa, Seiji
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Sprache:eng
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Zusammenfassung:Asymmetric halolactonizations are powerful methods for the syntheses of chiral lactones. Catalytic and highly enantioselective halolactonizations of α-allyl carboxylic acids, however, continue to present a formidable challenge. Herein, we report the chiral bifunctional sulfide-catalyzed desymmetrizing bromolactonizations of α,α-diallyl carboxylic acids. These reactions efficiently produced chiral α-quaternary lactones and esters. Efficient asymmetric syntheses of α-quaternary lactones and esters were achieved via the chiral bifunctional sulfide-catalyzed desymmetrizing bromolactonization of α,α-diallyl carboxylic acids.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc03874e