1277183-44-4

Upstream product

• 1277183-29-5 (1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-(4-phenylbut-1-yn-1-yl)octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one 
• 1277183-33-1 (1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-[(1Z)-4-phenylbut-1-en-1-yl]octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one 
• 352-13-6 4-flourophenylmagnesium bromide 

Relevant academic research and scientific papers

A stereoselective approach to γ-functionalized carbonyls exploiting the Cu-promoted SN2′ reaction

While several efficient processes exist to effect the stereoselective creation of carbon-carbon bonds in the α- and β-position of carbonyls, functionalization of the γ-position is much more challenging. We disclose an alternative methodology exploiting the Cu-promoted S N2′ reaction to achieve the addition of various nucleophiles upon the allylic lactones 5a-d which lead to the generation of the desired γ-functionalized α,β-unsaturated aldehydes 6 following in situ hydrolysis.