503004-96-4

Upstream product

• 503004-90-8 (2S,4aS,7R,8aR)-(3-but-2-enyl-4,4,7-trimethyloctahydrobenzo[e][1,3]oxazin-2-yl)phenyl ketone 

Downstream Products

• 503005-01-4 (3R,4S,1'S,2'R,4'R)-1-[1'-(2'-hydroxy-4'-methylcyclohexyl)-1'-methylethyl]-3-phenyl-4-vinylpyrrolidin-3-ol 
• 1026084-85-4 (2S,5R)-2-[1-((3R,4S)-3-Hydroxy-3-phenyl-4-vinyl-pyrrolidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone 

Relevant academic research and scientific papers

Temperature- and time-dependent stereochemical control in thermally induced keto-ene cyclizations

Reaction conditions determine the stereoselection in the intramolecular keto-ene reaction. The thermolysis of chiral 2-acyl-3-allyl-substituted 1,3-perhydrobenzoxazines derived from (-)-8-aminomenthol gives a mixture of only two cis-3-hydroxy-3,4-disubstituted pyrrolidine nuclei. The stereochemistry of the major diastereoisomer depends on both the temperature and the reaction time.