200408-62-4

Upstream product

• 200408-60-2 3-[(R)-3-((S)-5-Oxo-tetrahydro-furan-2-yl)-butyryl]-oxazolidin-2-one 
• 200408-59-9 (R,R)-3-[3-(2',5'-dihydro-5'-oxo-2'-furyl)]butanoyl-1,3-oxazolidin-2-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 200408-61-3 3-methyl-1,4,7-heptanetriol 

Relevant academic research and scientific papers

Chiral Lewis acid promoted asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans

Lewis acid promoted Michael addition of 2-(trimethylsilyloxy)furan to 3-[(E)-2-butenoyl]-1,3-oxazolidin-2-one (2) was examined. A 1:1 complex prepared from scandium triflate and 3,3′-bis(diethylaminomethyl)-1,1′-bi-2- naphthol 5b in situ showed excellent anti-selectivity and moderate enantioselectivity, while Cu(II)-bis(oxazolines) complex exhibited excellent enantioselectivity and moderate to good anti-selectivity.

A new methodology for the stereoselective synthesis of 4-substituted butenolides: Asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans to oxazolidinone enoates

Chiral Lewis acid promoted Michael addition of 2-(trimethylsilyloxy)furans to oxazolidinone enoates (2) in the presence of hexafluoroisopropanol proceeded stereoselectively to give 4-substituted butenolides in good yields. A 1:1 complex prepared in situ from Sc(OTf)3 and 3,3'-bis(diethylaminomethyl)-1,1'-bi-2-naphthol 5b showed excellent anti-selectivity and moderate enantioselectivity, while Cu(OTf)2-bis(oxazoline) complex exhibited excellent enantioselectivity and moderate to good anti-selectivity.