32042-79-8

Upstream product

• 50302-16-4 (4aS,5S)-5-Hydroxy-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 98-88-4 benzoyl chloride 
• 20007-99-2 Wieland-Miescher ketone 
• 93861-00-8 5β-hydroxy-4aβ-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalene 
• 93-97-0 benzoic acid anhydride 
• 878-47-7 (4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one 

Downstream Products

• 110654-75-6 (+)-(4aS,5S)-5-benzoyloxy-3,4,4a,5,6,7-hexahydro-1,1,4a-trimethylnaphthalen-2(1H)-one 
• 98782-27-5 (1S,9R,10S)-10-Hydroxy-1-benzoyloxy-9-methyl-Δ⁵-octalin 
• 98782-27-5 (1S,9R,10R)-10-Hydroxy-1-benzoyloxy-9-methyl-Δ⁵-octalin 
• 1373344-44-5 (1S,2R)-2-(2-carboxyethyl)-2-methyl-3-oxocyclohexyl benzoate 
• 1373344-31-0 (1S,2R)-2-(2-methoxycarbonylethyl)-2-methyl-3-oxocyclohexyl benzoate 
• 1373344-32-1 (1S,2R)-2-(2-methoxycarbonylethyl)-2-methyl-3-benzoylcyclohexyl-N'-(2,4,6-triisopropylbenzenesulfono)hydrazone 
• 1373344-33-2 (2S,4aR,8aS)-2-hydroxy-4a-methyloctahydrochromen-5-N'-(2,4,6-triisopropylbenzenesulfono)hydrazone 
• 1373344-34-3 (2R,4aR,8aS)-4a-methyl-2-trityloxyoctahydrochromen-5-N'-(2,4,6-triisopropylbenzenesulfono)hydrazone 

Relevant academic research and scientific papers

Enantioselective synthesis of a taxol C ring

An enantioselective synthesis of a C ring of taxol has been accomplished. The key step is an oxidative cleavage of a derivative of the Wieland-Miescher ketone. A first attempt of a Shapiro reaction modelling the coupling of the C ring with the A fragment of taxol was also successful.

Selective allylic hydroxylation of octahydronaphthalene derivatives with a bridgehead double bond using electrochemical method with iron picolinate complexes

The combination of electrolysis and the FeIII(PA) 3/O2/CH3CN system was investigated for allylic hydroxylation of octahydronaphthalene derivatives. Substrates with a bridgehead double bond gave the allylic alcohol with α-preference, while non-bridgehead olefin did not react smoothly. This system is a useful tool for α-selective allylic hydroxylation of octahydronaphthalene derivatives with a bridgehead double bond as model compounds for the AB fused ring of cholesterols.

Total synthesis of (-)-hispanolone and an improved approach towards prehispanolone

On the basis of the recently reported construction of (±)-hispanolone (2), the enantiomerically pure form of (-),2, employed in our partial synthesis of the specific platelet activating factor receptor antagonist prehispanolone (3), was prepared from (S)-

An Enantioselective Total Synthesis of (+)-Atisirene by Intramolecular Double Michael Reaction

1,6-Conjugate addition of 2-methoxybenzylmagnesium bromide to 4-methylene-3,5,5-trimethylcyclohex-2-enone (7), followed by hydrocyanation, gave (+/-)-(1RS,2SR)-2--1,3,3-trimethyl-5-oxocyclohexanecarbonitrile (9), which was conver