24948-31-0Relevant articles and documents
Diastereoselective Synthesis of syn-β-Lactams Using Rh-Catalyzed Reductive Mannich-Type Reaction of α,β-Unsaturated Esters
Isoda, Motoyuki,Sato, Kazuyuki,Funakoshi, Masato,Omura, Keiko,Tarui, Atsushi,Omote, Masaaki,Ando, Akira
, p. 8398 - 8405 (2015/09/01)
The combination of Et2Zn and RhCl(PPh3)3 led to the facile generation of a rhodium-hydride complex (Rh-H) that catalyzed the 1,4-reduction of α,β-unsaturated esters. The resulting rhodium enolate performed as a Reformatsky-type reagent and reacted with various imines to give syn-β-lactams in good to excellent yields with high diastereoselectivity.
An efficient and mild bismuth triflate-catalysed three-component Mannich-type reaction
Ollevier, Thierry,Nadeau, Etienne
, p. 3126 - 3134 (2008/04/01)
In the presence of a catalytic amount of Bi(OTf)3·4H 2O, aldehydes together with amines react with silyl enolates to afford the corresponding Mannich-type adducts smoothly. A wide variety of silyl enolates derived from ketones, as well as esters and thioesters, react rapidly to afford the β-amino ketones or the β-amino esters in high yields (up to 94%). The Royal Society of Chemistry.
One-pot synthesis of β-lactams from aldimines and ketene silyl acetals by tandem lewis base-catalyzed Mannich-type addition and cyclization
Takahashi, Eiki,Fujisawa, Hidehiko,Yanai, Toshiharu,Mukaiyama, Teruaki
, p. 216 - 217 (2007/10/03)
An efficient method for one-pot synthesis of β-lactams from aldimines and ketene silyl acetals by tandem Lewis base-catalyzed Mannich-type addition and cyclization, namely reaction of benzylideneanilines and trimethylsilyl enolates derived from esters or thioesters was established by using a Lewis base catalyst such as lithium acetate, N-lithio-2-pyrrolidone, potassium salt of phthalimide or lithium methoxide in DMF at room temperature to afford the corresponding β-lactams in good to high yields with moderate trans-selectivities. Copyright