6007-25-6Relevant articles and documents
Vitullo,Grossman
, p. 3844,3848 (1972)
An uncommon use of irradiated flavins: Br?nsted acid catalysis
Arakawa, Yukihiro,Mihara, Tomohiro,Fujii, Hiroki,Minagawa, Keiji,Imada, Yasushi
supporting information, p. 5661 - 5664 (2020/06/09)
We present that thioacetalization of aldehydes can be induced by blue light irradiation in the presence of a catalytic amount of riboflavin tetraacetate (RFTA) under aerobic conditions. Several control experiments have suggested that the reaction is more
Brook/Elimination/Aldol Reaction (BEAR) Sequence for the Direct Preparation of Fluorinated Aldols from β,β-Difluoro-α-(trimethylsilyl)alcohols
Decostanzi, Mélanie,Van Der Lee, Arie,Campagne, Jean-Marc,Leclerc, Eric
supporting information, p. 3091 - 3097 (2015/11/03)
A methodology allowing the preparation of aldols featuring a fluorinated stereogenic center is reported. The corresponding fluoroenolates are formed in situ from stable β,β-difluoro-α-(trimethylsilyl)alcohols, through a base-mediated process involving a Brook rearrangement followed by a fluoride elimination, and are directly added to aromatic aldehydes. Two different sets of conditions were disclosed. The first one involves the stoichiometric addition of potassium tert-butoxide (t-BuOK) while the second is based on the use of a catalytic amount of an ammonium phenoxide. The latter opens the way for a catalytic and asymmetric version of this Brook/elimination/aldol reaction (BEAR) sequence.