182155-36-8Relevant academic research and scientific papers
New efficient synthesis of (3R,4S)-3-methyl-3-hydroxy-4-phenyl-β-lactam
Barbaro, Gaetano,Battaglia, Arturo,Di Giuseppe, Fabio,Giorgianni, Patrizia,Guerrini, Andrea,Bertucci, Carlo,Geremia, Silvano
, p. 2765 - 2773 (1999)
A method is described for the chiral synthesis of (3R,4S)-3-methyl-3-hydroxy-4-phenyl-β-lactam, a useful precursor for the semi-synthesis of 2'-methyl-taxoids. This protocol follows Seebach's synthetic principle of 'self-regeneration of stereocenters' (SR
Synthesis and Biological Evaluation of 2′-Taxoids Derived from Baccatin III and 14β-OH-Baccatin III 1,14-Carbonate
Battaglia, Arturo,Bernacki, Ralph J.,Bertucci, Carlo,Bombardelli, Ezio,Cimitan, Samanta,Ferlini, Cristiano,Fontana, Gabriele,Guerrini, Andrea,Riva, Antonella
, p. 4822 - 4825 (2007/10/03)
A series of 2′-methyl taxoids were synthesized and essayed for growth inhibition experiments conducted in human ovarian cancer cell line A2780wt and its counterparts A2780cis, A2780tax, and A2780adr, resistant to cisplatin, paclitaxel, and doxorubicin, re
1′-Azido- and 1′-amino-1,3-dioxolan-4-ones
Battaglia, Arturo,Barbaro, Gaetano,Giorgianni, Patrizia,Guerrini, Andrea,Pepe, Antonella
, p. 1015 - 1023 (2007/10/03)
1,3-Dioxolanone alcohols, prepared via the addition of chiral lithium enolates of 1,3-dioxolan-4-ones to aldehydes, are suitable intermediates for the synthesis of chiral trisubstituted isoserines or trisubstituted 3-hydroxy-β-lactams. In particular, the
Extremely stereoselective alkylation of 3-siloxy-β-lactams and its applications to the asymmetric syntheses of novel 2-alkylisoserines, their dipeptides, and taxoids
Ojima, Iwao,Wang, Tao,Delaloge, Francette
, p. 3663 - 3666 (2007/10/03)
New and efficient synthetic mutes to 2-alkylisoserines, their dipeptides and 2'-alkyl-taxoids were synthesized from enantiopure 3-alkyl-β-lactams 3 which were obtained through extremely distereoselective alkylation of β- lactams 2.
Diastereoselective addition of grignard reagents to azetidine-23-dione: Synthesis of novel taxol analogues
Kant, Joydeep,Schwartz, Wendy S.,Fairchild, Craig,Gao, Qi,Huang, Stella,Long, Byron H.,Kadow, John F.,Langley, David R.,Farina, Vittorio,Vyas, Dolatrai
, p. 6495 - 6498 (2007/10/03)
Synthesis and cytotoxicity properties of novel C-2' analogues of paclitaxel are described. The analogues were synthesized using Holton's β-lactam approach to append the side chain on baccatin III. The key intermediate to the synthesis of novel analogues w
