1357182-75-2

Upstream product

• 31555-03-0 ethyl 4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-ynoate 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 

Downstream Products

• 1357182-77-4 (2Z)-3-phenyl-4-(tetrahydro-2H-pyran-2-yloxy)but-2-en-1-ol 
• 1357182-63-8 (2Z)-2-phenyl-but-2-ene-1,4-diol bis-trichloroacetimidate 
• 1357182-68-3 4-phenyl-4-vinyl-2-(trichloromethyl)oxazoline 
• 1357182-80-9 4-(1-phenylvinyl)-2-(trichloromethyl)oxazoline 
• 1357182-73-0 tert-butyl [1-(hydroxymethyl)-1-phenylprop-2-en-1-yl]carbamate 

Relevant academic research and scientific papers

C-quaternary vinylglycinols by metal-catalyzed cyclization of allylic bistrichloroacetimidates

Bistrichloroacetimidates derived from 2-substituted but-2-ene-1,4-diols are transformed into 4-substituted 4-vinyloxazolines in high yields and excellent regioselectivities when Lewis acids AlCl3, FeCl3, TMSOTf, BF3OEt2, and AgBF4 are used as catalysts as well as with the Pd(PPh3)2Cl2/AgBF4 catalytic system. Lower regioselectivity is achieved with a neutral PdCl 2(MeCN)2 catalyst and this could be a consequence of a switch to a competitive but less selective reaction mechanism. It is demonstrated that 4-substituted 4-vinyloxazolines can be efficiently transformed to N-Boc-protected C-quaternary vinylglycinols in a one-pot procedure. Georg Thieme Verlag Stuttgart · New York.