71464-84-1

Upstream product

• 96-32-2 bromoacetic acid methyl ester 
• 105140-32-7 (2S,4S,5R)-2-((S)-1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 2396-78-3 methyl 3-hexenoate 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

Synthesis and C-alkylation of hindered aldehyde enamines

A new reactivity mode of hindered lithium amides with terminal epoxides is described whereby aldehyde enamines are produced via a previously unrecognized reaction pathway. Some of these aldehyde enamines display unprecedented C-alkylation reactivity toward unactivated primary and secondary alkyl halides. For comparison, the reactivity of aldehyde enamines synthesized via a traditional condensation method was examined. C-rather than N-alkylation was the dominant reaction pathway found with a range of electrophiles, making this route to α-alkylated aldehydes more synthetically useful than previously reported.

Allylic Stereocenter Directed Asymmetric Conjugate Addition. Enantioselective Synthesis of 3-Alkylsuccinaldehydic Acid Methyl Esters

Cuprate reagents add to ester 2 with excellent ?-face selectivity (>=95:5) and furnish the title compounds in high enantiomeric excess after removal of the chiral auxiliary.