1259391-28-0Relevant articles and documents
Stereodivergent Synthesis of Trisubstituted Enamides: Direct Access to Both Pure Geometrical Isomers
Massaro, Luca,Yang, Jianping,Krajangsri, Suppachai,Silvi, Emanuele,Singh, Thishana,Andersson, Pher G.
, p. 13540 - 13548 (2019/10/16)
A stereodivergent strategy has been developed to access either (E)- or (Z)-isomers of trisubstituted enamides. Starting from an extensive range of ketones, it was possible to synthesize and isolate the desired pure isomer by switching the reaction conditions. Lewis acid activation enables the formation of the (E)-isomers in high stereoselectivity (>90:10) and good yields. On the other hand, the use of a Br?nsted acid allows the preparation of the (Z)-isomers, again in high selectivity (up to 99:1), with moderate yields.
Catalytic asymmetric dihydroxylation of enamides and application to the total synthesis of (+)-tanikolide
Gourdet, Benoit,Lam, Hon Wai
supporting information; experimental part, p. 8733 - 8737 (2011/01/07)
Asymmetric dihydroxylation of β,β- disubstituted enamides afforded chiral tertiary-alcohol-containing α-hydroxyaldehydes and 1,2-diols with high enantioselectivity (see scheme). This method was applied to the total synthesis of the antifungal natural prod