51992-37-1

Upstream product

• 18951-83-2 (-)-trans-(2R)-bromo-(5R)-methylcyclohexanone 
• 112755-91-6 (5S)-5-methyl cyclohex-3-en-1-ol 
• 112755-86-9 (1S,2R,E) methyl 3-(1-t-butyldimethylsiloxy-2 methyl cyclopropyl) prop-2-enoate 
• 112766-87-7 (1S,2R,E)-3-(1-t-butyldimethylsiloxy-2-methylcyclopropyl) prop-2-en-1-ol 
• 112755-89-2 (+)-(2R,3R)-3-methyl-2-vinylcyclobutanone 
• 112755-90-5 (2R,3R)-3-Methyl-2-vinyl-cyclobutanol 
• 112755-90-5 (2R,3R)-3-methyl-2-vinylcyclobutanol 

Relevant academic research and scientific papers

OPTICALLY ACTIVE 2-VINYLCYCLOBUTANONES

Enzymatic resolution of dimethyl 2-methylsuccinate, acyloin cyclization and base induced ring contraction provided 1-hydroxycyclopropanecarboxylic acids with high optical purity (>95percent e.e).Their derivatives opened a regio- and stereoselective way to optically active 2-vinylcyclobutanones (>84-90percent e.e), providing useful building blocks for further ring expansions.

Optically active cyclopropanols from the enzymatic resolution of dimethyl α-alkylsuccinates. Synthesis of chiral 2-vinylcyclobutanones and cyclohexenones.

(+)-(R) dimethyl α-methylsuccinates, obtained by the enantioselective hydrolysis of the racemic diester by porcine pancreatic lipase, undergo acyloin cyclization followed by stereoselective ring contraction to provide 1-alkenylcyclopropanols