888482-29-9Relevant academic research and scientific papers
Aromatic spiroketal bisphosphine ligands: Palladium-catalyzed asymmetric allylic amination of racemic Morita-Baylis-Hillman adducts
Wang, Xiaoming,Meng, Fanye,Wang, Yan,Han, Zhaobin,Chen, Yong-Jun,Liu, Li,Wang, Zheng,Ding, Kuiling
, p. 9276 - 9282 (2012/10/29)
Showing a backbone: The spiroketal backbone of the bis(phosphine) ligand 1 led to good regio- and enantioselectivity in the palladium-catalyzed asymmetric allylic amination of racemic Morita-Baylis-Hillman adducts with aromatic amines. The methodology provides a facile and efficient synthesis of precursors for optically active β-lactam derivatives, including the cholesterol drug Ezetimibe.
Enantioselective synthesis of β-lactams using a chiral auxiliary
Yuan, Qing,Jian, Shan-Zhong,Wang, Yan-Guang
, p. 1113 - 1115 (2007/10/03)
An efficient and enantioselective synthesis of trans-β-lactams from carboximide 1 and imines 2 using a chiral auxiliary under the classical Reformatsky reaction conditions is described. An enolate-imine mechanism has been proposed for this reaction. Georg Thieme Verlag Stuttgart.
Asymmetric Synthesis of trans and cis β-Lactams
Braun, Manfred,Sacha, Hubert,Galle, Dietmar,El-Alali, Abdullah
, p. 4213 - 4216 (2007/10/02)
The condensation of doubly deprotonated triphenylglycol propionate 4a and imines 1 leads to the formation of trans β-lactams 5 in a diastereoselective and enantioselective manner (85 to > 97percent e.e.).On the other hand, the lithium enolates of the propionates 4b,c, derived from triphenylglycol as well, afford predominantly cis 2-azetidinones 6 in 87 to > 97percent e.e.
TiCl4-MEDIATED REACTIONS OF SILYL KETENE ACETALS DERIVED FROM N-METHYLEPHEDRINE ESTERS: ASYMMETRIC SYNTHESIS OF β-LACTAMS
Gennari, Cesare,Schimperna, Giuliana,Venturini, Isabella
, p. 4221 - 4232 (2007/10/02)
TiCl4 mediated addition of silyl ketene acetals derived from N-methylephedrine esters to various aldehydes and imines was used as the key-step in the enantio- and diastereo-controlled synthesis of β-lactams.Thus 3,4-trans and cis substituted-2-azetidinone
