338746-37-5Relevant academic research and scientific papers
Stereodivergent approach to enantiopure hydroxyindolizidines through 1,3-dipolar cycloaddition of 3-hydroxypyrroline N-oxide derivatives
Cordero, Franca M.,Pisaneschi, Federica,Gensini, Martina,Goti, Andrea,Brandi, Alberto
, p. 1941 - 1951 (2007/10/03)
The (3S)-3-alkoxypyrroline N-oxides 7 and 27 were easily prepared from 1-malic acid and used as starting materials for enantiospecific syntheses of stereo differentiated polyhydro-xyindolizidines. Selection of the appropriate modality (inter or intramolec
Total synthesis of (-)-rosmarinecine by intramolecular cycloaddition of (S)-malic acid derived pyrroline N-oxide
Goti, Andrea,Cacciarini, Martina,Cardona, Francesca,Cordero, Franca M.,Brandi, Alberto
, p. 1367 - 1369 (2007/10/03)
(equation presented) Straightforward total syntheses of (-)-rosmarinecine have been achieved from L-malic acid derived pyrroline N-oxides by two novel useful cascade processes, which join the family of domino reactions. Both strategies, which furnished the target alkaloid in enantioenriched and enantiopure forms, respectively, allow complete control of configuration at all the three newly created contiguous stereogenic centers.
Stereoselective approach to hydroxyindolizidines: Protection/deprotection of the nitrone functionality via cycloaddition/retrocycloaddition
Cordero, Franca M.,Gensini, Martina,Goti, Andrea,Brandi, Alberto
, p. 2475 - 2477 (2007/10/03)
(equation presented) The enantiomerically pure indolizidine (-)-21 has been synthesized starting from L-malic acid. The key intermediate 20 has been assembled through an intramolecular 1,3-dipolar cycloaddition of a nitrone generated in situ by retrocyclo
