195388-26-2

Upstream product

• 66977-67-1 3-methylene-1,4-diphenylazetidin-2-one 
• 195388-23-9 (3R,4R)-3-hydroxy-3-methyl-1,4-diphenylazetidin-2-one 
• 538-51-2 benzylidene phenylamine 
• 195388-25-1 Thiocarbonic acid O-((3R,4R)-3-methyl-2-oxo-1,4-diphenyl-azetidin-3-yl) ester O-phenyl ester 
• 135789-37-6 (R)-2-hydroxy-1,2,2-triphenylethyl propionate 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 115887-59-7 (1S,2R)-N-methylephedrine propionate derived E silyl ketene acetal 

Relevant academic research and scientific papers

Asymmetric Synthesis of trans and cis β-Lactams

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.

Synthesis of β-Lactams via Enantioselective Allylation of Anilines with Morita-Baylis-Hillman Carbonates

Enantioenriched β-lactams are accessed via enantioselective allylation of anilines with Morita-Baylis-Hillman carbonates followed by a base-promoted cyclization. The resulting 3-methyleneazetidin-2-ones are amenable to diastereoselective functionalization

One-pot synthesis of (3R)-hydroxy-β-lactams via enolates of 2-tert-butyl-1,3-dioxolan-4-ones. Part 1

Seebach's synthetic method of self-regeneration of stereocenters 'SRS' has been applied to the addition reaction of diphenylimine 1 to the lithium enolates of (2S,5S)-2-(tert-butyl)-5-methyl-1,3-dioxolan-4-one 2a and of (2S,5S)-2-(tert-butyl)-5-phenyl-1,3

ASYMMETRIC SYNTHESIS trans-β-LACTAMS THROUGH TiCl4-MEDIATED ADDITION TO IMINES.

TiCl4-mediated addition of the chiral silyl ketene acetal (2) to benzylideneaniline proceeds with high stereoselectivity to give, after cyclization, trans-β-lactam (7) in good yield and 95percent e.e.