898550-80-6Relevant academic research and scientific papers
Allenylzincs and tert-butylsulfinylimines: A fruitful marriage for synthesis
Botuha, Candice,Chemla, Fabrice,Ferreira, Franck,Louvel, Julien,Perez-Luna, Alejandro
scheme or table, p. 1147 - 1153 (2010/11/02)
The stereoselective synthesis of alkynyl 1,2-amino alcohols by the addition of 3-chloro-and 3-methoxymethoxy-allenylzincs to chiral tert- butylsulfinylimines is described. The methodology is applicable to the preparation of alkynyl 2-amino-1,3-diols (O,N,O stereotriads) using α-alkoxy tert-butylsulfinylimines as chiral starting materials. The scope and limitations of the methodology along with recent applications to the efficient asymmetric syntheses of natural and/or bioactive alkaloids and polyhydroxylated alkaloids are presented.
Stereoselective synthesis of enantioenriched acetylenic 1,2-amino alcohols
Chemla, Fabrice,Ferreira, Franck,Gaucher, Xavier,Palais, Laetitia
, p. 1235 - 1241 (2008/02/02)
The stereoselective synthesis of enantioenriched anti-and syn-4-aminoalk-1-yn-3-ols is described. Initial reaction of racemic 3-(methoxymethoxy)allenylzinc with enantiopure Ellman's (SS)-(tert- butylsulfinyl)imines was shown to give straightfor
Stereoselective ring-opening of N-tert-butanesulfinylaziridines: Access to acetylenic α-amino alcohols
Palais, La?titia,Chemla, Fabrice,Ferreira, Franck
, p. 1039 - 1042 (2007/10/03)
Ring-opening of enantiopure trans and cis 2,3-disubstituted ethynyl N-tert-butanesulfinylaziridines by water under acidic conditions proved to be highly regio- and diastereoselective, leading to the corresponding enantiopure anti and syn acetylenic α-amin
