RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000131.xml
Synfacts 2011(12): 1359-1359
DOI: 10.1055/s-0031-1289370
DOI: 10.1055/s-0031-1289370
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Friedel-Crafts Alkylation, Internal Redox Reaction, and Umpolung Cascade
Y. Sohtome*, T. Yamaguchi, B. Shin, K. Nagasawa*
Tokyo University of Agriculture and Technology, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
18. November 2011 (online)
Significance
The stereoselective synthesis of N,N-bis(dihydrofuranyl)hydroxyamines 4 from phenols 2 and nitroolefins 3 has been reported. A combination of guanidine/bisthiourea organocatalyst 1 and potassium carbonate as base gave the products with excellent enantioselectivity and good yields. The role of the proposed intermediate 6 during the cascade was supported by the formation of 7 in a reaction of isolated 5a with nitrosobenzene.