184047-86-7Relevant academic research and scientific papers
Stereoselective synthesis of 1,2-amino alcohols by addition of organocuprate·BF3 complexes and organolithium reagents to an α-silyloxyaldimine derived from (S)-ethyl lactate
Ishimaru, Kaori,Tsuru, Kazutaka,Yabuta, Katsunori,Wada, Makoto,Yamamoto, Yohsuke,Akiba, Kin-Ya
, p. 13137 - 13144 (1996)
1,2-Amino alcohols were synthesized by addition of organocuprate·BF3 2 (R = n-Bu, n-octyl, Me, phenethyl, Ph), organocopper·BF3 3 (R = Me, n-Bu), and organolithiums (R = n-Bu, n-octyl, Me, phenethyl, Ph) to an α-silyloxyaldimine 1 derived from commercially available (S)-ethyl lactate. The reactions with organocuprate·BF3 2 and organocopper·BF3 3 led to the anti isomers almost exclusively (anti:syn = > 98: 2 for R = n-Bu, n-octyl, Me, phenethyl and anti:syn = 95:5 for R = Ph, 52-93% isolated yields) and the syn isomers could be obtained with high stereoselectivities by using organolithiums (anti:syn = 10:90-20:80, 41-71% isolated yields).
N,N-dibenzyloxycarbonylglycyl chloride as useful ketene equivalent in the synthesis of azetidin-2-ones
Cainelli, Gianfranco,Galletti, Paola,Giacomini, Daria
, p. 611 - 612 (2007/10/03)
N,N-3-Dibenzyloxycarbonylaminoazetidin-2-ones have been conveniently prepared from N,N-dibenzyloxycarbonylglycyl chloride and imines or hexahydrotriazines. The β-lactams thus obtained could be monodeprotected by mild hydrogenolysis with Pd on carbon.
