Synthesis of Optically Active endo, endo Bicyclo[2.2.2]octane-2,5- diol, Bicyclo[2.2.2]octan-2,5-dione and Related Compounds

Summary, in English

Optically active C-2-symmetric (1S,2S,4S,5S)-bicyclo[2.2.2]octane-2,5-diol ((+)-12; 98% ee) and several selectivity protected optically active intermediates useful for synthetic transformations were synthesized via a 1,2-carbonyl transposition route starting from the easily available optically active (1R,4S,6S)-6-hydroxybicyclo[2.2.2]octan-2-one ((-)-2). The synthetic route also allowed the preparation of optically active (1S,4S)-bicyclo[2.2.2]octane-2,5-dione ((+)-14; 98% ee).

• Författare: Fredrik Almqvist; Niklas Ekman; Torbjörn Frejd
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 1996
• Språk: Engelska
• Sidor: 3794-3798
• Publikation/Tidskrift/Serie: Journal of Organic Chemistry
• Volym: 61
• Issue: 11
• Länkar: http://dx.doi.org/10.1021/jo9601167
• Dokumenttyp: Artikel i tidskrift
• Förlag: The American Chemical Society (ACS)
• Ämne: Organic Chemistry
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 1520-6904