130202-78-7Relevant academic research and scientific papers
New procedures for the Julia-Colonna asymmetric epoxidation: Synthesis of (+)-clausenamide
Cappi, Michael W.,Chen, Wei-Ping,Flood, Robert W.,Liao, Yong-Wei,Roberts, Stanley M.,Skidmore, John,Smith, John A.,Williamson, Natalie M.
, p. 1159 - 1160 (1998)
The oxidation of chalcone 1 to optically active epoxide 2 [a precursor of (+)-clausenamide (+)-3] may be effected using a 15-mer or 20-mer of L-leucine bound to a PEG based support; poly-L-leucines of this type may be used as immobilised catalysts in a fixed-bed reactor.
An asymmetric total synthesis of (+)-(3R,4S,5R,7S)-neoclausenamide
Wang, Jian-Qiang,Tian, Wei-Sheng
, p. 209 - 212 (2007/10/03)
A new hepatoprotective lactam (+)-(3R,4S,5R,7S)-neoclausenamide 1 isolated from the leaves of Chinese folk medicine Clausena lansium (Lour.) Skeel, has been readily synthesized from methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate in 22.0% overall yield.
Process for the preparation of clausenamide and neoclausenamide, and derivatives thereof
-
, (2008/06/13)
A process for the preparation of compound of the formula STR1 in which R1 --represents STR2 and R2 --represents hydrogen, fluorine, chlorine or bromine. Comprising cyclizing compounds of the formula STR3 and, in a further step, eithe
Asymmetric synthesis of (-)-dehydroclausenamide
Huang, Dai-Fei,Huang, Liang
, p. 3135 - 3142 (2007/10/02)
Asymmetric synthesis of (-)-dehydroclausenamide 1 by scheme 2 was reported. Sharpless epoxidation was applied to cinnamyl alcohol for introduction of two desired chiral centers and the potential hydroxyl group. The key intermediate, γ-lactam (-)-5, was obtained by regio-selective intramolecular cyclization of (-)-6. Subsequent stereo-selective reduction was achieved by reducing C3-tetrahydropyranyl ether of (-)-5. The title natural product was then obtained by successive tosylation, hydrolysis and cyclization.
