196880-39-4Relevant academic research and scientific papers
A novel strategy towards the asymmetric synthesis of orthogonally funtionalised 2-N-benzyl-N-α-methylbenzyl-amino-5-carboxymethyl- cyclopentane-1-carboxylic acid
Garrido, Narciso M.,El Hammoumi, Mohamed M.,Diez, David,Garcia, Mercedes,Urones, Julio G.
, p. 373 - 382 (2007/10/03)
The asymmetric synthesis of the orthogonally funtionalised compounds tert-butyl 2-N-benzyl-N-α-methylbenzylamino-5- methoxycarbonylmethylcyclopentane-1-carboxylate and methyl 2-N-benzyl-N-α- methylbenzylamino-5-carboxymethylcyclo-pentane-1-carboxylate by a domino reaction of tert-butyl methyl (E,E)-octa-2,6-diendioate with lithium N-α-methylbenzyl-N-benzylamide initiated by a Michael addition, subsequent 5-exo-trig intramolecular cyclisation and posterior selective hydrolysis with trifluoroacetic acid is reported.
Asymmetric synthesis of (R)- and (S)-methyl (2-methoxycarbonylcyclopent-2-enyl)acetate and (R)- and (S)-2-(2-hydroxymethyl-cyclopent-2-enyl)ethanol
Urones, Julio G.,Garrido, Narciso M.,Diez,Dominguez, Sara H.,Davies, Stephen G.
, p. 2683 - 2685 (2007/10/03)
(R)- and (S)-Methyl (2-methoxycarbonylcyclopent-2-enyl)aceta 1 and (R)-and (S)-2-(2-hydroxymethyl-cyclopent-2-enyl) ethanol 2 have been obtained from dimethyl (E,E)-octa-2,6-diendioate 3 by a diastereoselective tandem conjugate addition protocol, from (R)- and (S)-lithium (α-methylbenzyl)benzylamide 4 respectively.
