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Domino Recombinant [gamma]-Isomerization and Reverse Wacker Oxidation of [gamma]-Vinyl-[gamma]-butyrolactone: Synthesis of (+)-trans-, (-)- and (+)-Disparlures

European journal of organic chemistry, 2014-05, Vol.2014 (15), p.3249 [Peer Reviewed Journal]

ISSN: 1434-193X ;EISSN: 1099-0690 ;DOI: 10.1002/ejoc.201400021

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  • Title:
    Domino Recombinant [gamma]-Isomerization and Reverse Wacker Oxidation of [gamma]-Vinyl-[gamma]-butyrolactone: Synthesis of (+)-trans-, (-)- and (+)-Disparlures
  • Author: Bethi, Venkati ; Kattanguru, Pullaiah ; Fernandes, Rodney A
  • Subjects: Oxidation
  • Is Part Of: European journal of organic chemistry, 2014-05, Vol.2014 (15), p.3249
  • Description:   A domino palladium-catalyzed recombinant [gamma]-isomerization and reverse Wacker oxidation of [gamma]-vinyl-[gamma]-butyrolactone has been explored. The strategy has been used in the stereoselective synthesis of (+)-trans-, (-)- and (+)-disparlures. The synthesis was achieved in seven to eight steps from D-glucono-[delta]-lactone with overall yields of 19.3, 20.7 and 22.6%, respectively.
  • Publisher: Weinheim: Wiley Subscription Services, Inc
  • Language: English
  • Identifier: ISSN: 1434-193X
    EISSN: 1099-0690
    DOI: 10.1002/ejoc.201400021
  • Source: Alma/SFX Local Collection
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