205442-90-6Relevant academic research and scientific papers
Palladium-catalyzed cyclization of unsaturated β-amino alcohols: A new access to enantiopure bicyclic oxazolidines
Alladoum, Jeanne,Vrancken, Emmanuel,Mangeney, Pierre,Roland, Sylvain,Kadouri-Puchot, Catherine
scheme or table, p. 3746 - 3749 (2011/02/28)
Image Presented Chiral unsaturated β-amino alcohols possessing a dialkylamino function cyclize in the presence of Pd(II) catalysts and reoxidants to afford enantiopure bicyclic oxazolidines with total regio- and stereocontrol. The scope and limitations of
Short enantioselective syntheses of trans-5-alkylprolines from new functionalized amino alcohols
Alladoum, Jeanne,Roland, Sylvain,Vrancken, Emmanuel,Mangeney, Pierre,Kadouri-Puchot, Catherine
experimental part, p. 9771 - 9774 (2009/04/06)
(Chemical Equation Presented) Amino alcohols, having an enol ether function, cyclized in acidic medium to give quantitatively diastereosomerically pure bicyclic compounds that were transformed in five steps in enantiopure trans-5-alkylproline derivatives.
Asymmetric syntheses of 2-substituted and 2,5-disubstituted pyrrolidines from (3S,5R,7aR)-5-(benzotriazol-1-yl)-3-phenyl[2,1-b]oxazolopyrrolidine
Katritzky, Alan R.,Cui, Xi-Lin,Yang, Baozhen,Steel, Peter J.
, p. 1979 - 1985 (2007/10/03)
Benzotriazole, 2,5-dimethoxytetrahydrofuran, and (S)-phenylglycinol in one step gave 80% of (3S, 5R,7aR)-5-(benzotriazol-1-yl)-3-phenyl-[2,1- b]oxazolopyrrolidine (6), whose crystal structure was confirmed by X-ray crystallography. Novel chiral pyrrolidine synthon 6 reacts with organosilicon (allyltrimethylsilanes and vinyloxytrimethylsilanes), organophosphorus, organozinc, and Grignard reagents to afford chiral 2-substituted and 2,5- disubstituted pyrrolidines.
A short asymmetric synthesis of 2,5-disubstituted pyrrolidines
Katritzky, Alan R.,Cui, Xi-Lin,Yang, Baozhen,Steel, Peter J.
, p. 1697 - 1700 (2007/10/03)
A novel approach to chiral 2,5-disubstituted pyrrolidines, starting from chiral 2-phenyl-glycimol, 1,5-dimethoxytetrahydrofuran, and benzotriazole, involves the diastereoselective substitution by Grignard reagents of a benzotriazolyl group in a crystalline intermediate obtained in high yield.
