184653-97-2

Upstream product

• 108-05-4 vinyl acetate 
• 57356-79-3 4-hydroxy-3-methyl-cyclohex-2-en-1-one 
• 184481-10-5 1-methyl-7-oxabicyclo<4.1.0>heptan-3-one 
• 31883-98-4 3-methylcyclohex-3-en-1-one 
• 309243-63-8 4-acetoxy-3-methyl-2-cyclohexen-1-one 
• 57356-77-1 4-acetoxy-3-methyl-2-cyclohexen-1-one 

Downstream Products

• 171231-07-5 (1S,5R)-cis-3-hydroxy-2,2-dimethyl-6-methylenecyclohexanemethanol 
• 309243-65-0 methyl (1S,3R)-3-[(tert-butyldimethylsilyl)oxy]-2,2-dimethyl-6-oxo-cyclohexanecarboxylate 
• 1268840-58-9 C₁₉H₃₆O₂Si 
• 1268840-68-1 C₁₉H₃₆O₂Si 
• 1268840-62-5 C₂₃H₂₈O₂Si 
• 309243-64-9 (R)-4-[(tert-butyldimethylsilyl)oxy]-3-methyl-cyclohex-2-en-1-one 

Relevant academic research and scientific papers

A ring-closing metathesis approach to the bicyclo[4.3.1]decane core of caryolanes

A synthesis of highly substituted and sterically congested bicyclo[4.3.1]decenes, a structure embedded in the core 4,7,6-tricyclic system of natural caryolanes, was successfully achieved via a ring-closing metathesis (RCM) reaction of syn-1,3-diene substi

Enantioconvergent access to the enantiomerically pure building blocks (+)-or (-)-4-hydroxy-3-methyl-2-cyclohexenone using a chemoenzymatic process

A convenient chemoenzymatic enantioconvergent access to enantiomerically pure (+)- or (-)-4-hydroxy-3-methyl-2-cyclohexenone is described using a one-pot two-step kinetic resolution-stereoinversion protocol followed by hydrolysis. The key step of the sequ

Straightforward enantioselective synthesis of both enantiomers of karahana lactone using a domino ring-closure sequence

A straightforward enantioselective synthesis of both enantiomers of karahana lactone is described starting from enantiopure (R) or (S)-4-hydroxy-3-methyl-cyclohex-2-en-1-one. The key step of the sequence is an acid-induced domino reaction with three pathways running. Because of the first description of karahana lactone as a solid, the structure was secured by X-ray structural analysis. (C) 2000 Elsevier Science Ltd.

Concise total syntheses of the sesquiterpenoids (-)-homalomenol A and (-)-homalomenol B

The conjugate additions of the organocopper(I) reagents 22 and 27 to the enantiomerically homogeneous bicyclic enone 4 provided, after epimerization (NaOMe, MeOH) of the resultant product mixtures and appropriate chromatographic separations, the bicyclo[4.3.0]nonan-2-ones 24 and 28. Compounds 24 and 28 were readily converted, via two synthetic steps in each case, into the sesquiterpenoids (-)-homalomenols B (2) and A (1), respectively.

Synthesis of optically active cyclohexenol derivatives via enzyme catalyzed ester hydrolysis of 4-acetoxy-3-methyl-2-cyclohexenone

The optically active cyclohexenol derivatives 9a-9d, and 10a-10c are synthesized from (-)-6, which is obtained by enzymatic ester hydrolysis of racemic 8. Attempts towards the synthesis of the taxane skeleton are described.