15150-01-3

Upstream product

• 1699-03-2 2-[(phenylthio)methyl]benzoic acid 
• 108-98-5 thiophenol 
• 87-41-2 2-benzofuran-1(3H)-one 

Downstream Products

• 15150-02-4 2-(Phenylthiomethyl)-phenylessigsaeure 
• 1432519-39-5 (5R)-3-[(S)-hydroxy({2-[(phenylsulfanyl)methyl]phenyl})methyl]-5-{[(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-2,5-dihydrofuran-2-one 
• 1432519-40-8 (S)-[(5R)-5-{[(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-2-oxo-2,5-dihydrofuran-3-yl]({2-[(phenylsulfanyl)methyl]phenyl})methyl acetate 
• 1432519-33-9 (S)-{2-[(benzenesulfonyl)methyl]phenyl}[(5R)-5-{[(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-2-oxo-2,5-dihydrofuran-3-yl]methyl acetate 
• 1432518-89-2 2-[(phenylsulfanyl)methyl]benzaldehyde 

Relevant academic research and scientific papers

Asymmetric synthesis of carbocycles: Use of intramolecular conjugate displacement

Intramolecular conjugate displacement (ICD), the process illustrated in eqn (1), has been applied to the Morita-Baylis-Hillman adducts formed from (5S)-5-(l-menthyloxy)-2(5H)-furanone and aldehydes that are substituted in the γ- or δ-position by geminal phenylthio groups. When the initial Morita-Baylis-Hillman alcohols are acetylated and oxidized to geminal sulfones, deprotonation causes ring closure by ICD (2.5→2.6). Hydrogenation, DIBAL-H reduction and desulfonylation releases an optically pure carbocycle. The Royal Society of Chemistry 2013.