503004-94-2

Upstream product

• 503004-89-5 (2S,4aS,7R,8aR)-phenyl-[4,4,7-trimethyl-3-(3-methylbut-2-enyl)octahydrobenzo[e][1,3]oxazin-2-yl] ketone 

Downstream Products

• 1256482-86-6 (2S,3R,3aS,4aR,6R,8aS)-2-isopropyl-6,9,9-trimethyl-3-phenyldecahydro-4aH-pyrrolo[2,1-b][1,3]benzoxazin-3-ol 
• 503005-00-3 (3R,4S,1'S,2'R,4'R)-1-[1'-(2'-hydroxy-4'-methylcyclohexyl)-1'-methylethyl]-4-isopropenyl-3-phenylpyrrolidin-3-ol 

Relevant academic research and scientific papers

Lewis acid mediated diastereoselective keto-ene cyclization on chiral perhydro-1,3-benzoxazines: synthesis of enantiopure cis-3,4-disubstituted 3-hydroxypyrrolidines

Chiral 2-acyl-3-allyl-perhydro-1,3-benzoxazines derived from (-)-8-aminomenthol were easily cyclized in the presence of Lewis acids at 0 °C. The diastereoselectivity of the cyclization was dependent on the nature of the Lewis acid. The cyclization compoun

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.