118527-94-9

Upstream product

• 118527-87-0 methyl 3-p-tolyl-5-hexanoate 
• 67-56-1 methanol 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 116428-41-2 1-Methyl-4-((1S,5S)-5-trimethylsilanyl-3-trimethylsilanyloxy-cyclohex-2-enyl)-benzene 
• 116428-36-5 methyl (3SR,5RS)-6-hydroxy-3-p-tolyl-5-(trimethylsilyl)hexenoate 
• 116428-35-4 (+/-)-trans-4-p-tolyl-6-trimethylsilyl-2-oxepanone 
• 116428-34-3 trans-3-p-tolyl-5-(trimethylsilyl)-cyclohexanone 

Downstream Products

• 89359-17-1 β-(4-methylphenyl)-γ-butyrolactone 
• 121944-95-4 4-(2-Methyl-[1,3]dioxolan-2-yl)-3-p-tolyl-butyraldehyde 
• 121946-72-3 2-Methyl-2-(2-p-tolyl-propyl)-[1,3]dioxolane 
• 451-25-2 4-(4-methylphenyl)pentan-2-one 
• 121944-94-3 methyl 5-oxo-3-(p-tolyl)hexenoate 

Relevant academic research and scientific papers

DBU-Catalyzed Ring-Opening and Retro-Claisen Fragmentation of Dihydropyranones

We present a general protocol for the formal Michael addition of acetone to α,β-unsaturated esters and amides, a transformation difficult to perform using current methods. The protocol comprises of an amidine catalyzed relay ring-opening and fragmentation

SYNTHESIS OF (+)-α-CURCUMENE, (+)-CURCUMONE AND (-)-METHYL CITRONELLATE STARTING FROM OPTICALLY PURE 5-TRIMETHYLSILYL-2-CYCLOHEXENONE

1,4-addition of Grignard reagents in the presence of chlorotrimethylsilane to 5-trimethylsilyl-2-cyclohexanone (1) proceeded in a highly diastereoselective manner to give trans adducts in high yields. (+)-α-Curcumene, (+)-curcumone and (-)-methyl citronellate were synthesized starting from optically pure 1.

3-Substituted-γ-butyrolactones from 5-Trimethylsilyl-2-cyclohexenone. Synthesis of (-)-Enterolactone

1,4-Adducts of 5-trimethylsilyl-2-cyclohexenone (1) with Grignard reagents were converted to various hexanoate derivatives and γ-butyrolactones.Starting from optically pure 1, (-)-enterolactone (Factor X) was synthesized.