226255-60-3

Upstream product

• 226255-56-7 3-<2-<(5S,6S)-6-Benzoyloxy-5-(tert-butyldimethylsilyloxy)cyclohex-1-enyl>ethyl><1,3>oxazolidine-2,4-dione 
• 226255-57-8 3-(2-(5S,6S)-6-Benzoyloxy-5-hydroxy-1-cyclohexenyl)ethyl<1,3>oxazolidine-2,4-dione 
• 207788-97-4 (3S,4S)-3-Benzoyloxy-2-(2-bromoethyl)-4-(tert-butyldimethylsilyloxy)cyclohex-1-ene 
• 207788-92-9 (1R,6S)-2-(2-Bromoethyl)-6-(tert-butyldimethylsilyloxy)cyclohex-2-en-1-ol 
• 164021-78-7 (1S,2R)-3-(2-bromoethyl)cyclohex-5-ene-1,2-diol 
• 65-85-0 benzoic acid 
• 226255-58-9 3-(2-(5S,6S)-5,6-Di(benzoyloxy)cyclohex-1-enyl)ethyl<1,3>oxazolidine-2,4-dione 

Relevant academic research and scientific papers

Intramolecular N-acyliminium ion-olefin cyclization in the synthesis of optically pure isoquinoline derivatives: Control of stereochemistry and application to synthesis of morphine alkaloids

The 3-[2-(cyclohex-1-enyl)ethyl]-[1,3]oxazoline-2,4-dione derivatives 9, 14 and 16 were subjected to hydride reduction followed by acid-catalyzed olefin-N-acyliminium ion cyclization to afford a series of perhydroisoquinolines 10, 11a, 11b, 19a-19c, 20a, 20b and 21. A mechanism was proposed that accounts for the observed stereoselectivity of the cyclization reactions based on the neighboring group participation by a benzoate group.