146658-95-9

Upstream product

• 536-59-4 perillol 
• 3282-30-2 pivaloyl chloride 
• 18172-67-3 beta-pinene 
• 7785-70-8 (+)-α-pinene 
• 6931-54-0 trans-2,10-epoxypinane 
• 852920-51-5 β-pinene α-oxide 
• 127-91-3 (1R,5R)-(+)-β-pinene 
• 536-59-4 (-)-perillyl alcohol 

Downstream Products

• 85796-56-1 2-Butyl-4-isopropenyl-1-methylene-cyclohexane 
• 85796-55-0 4-Isopropenyl-1-pentyl-cyclohexene 
• 146658-96-0 (S)-(-)-1-pentyl-4-(2-propenyl)-1-cyclohexene 
• 146658-99-3 (S)-(-)-4-pentyl-3-cyclohexene-1-carboxylic acid 
• 146659-04-3 (R)-(+)-4-pentyl-3-cyclohexene-1-carboxylic acid 
• 146658-98-2 (S)-(-)-1-pentyl-4-acetyl-1-cyclohexene 

Relevant academic research and scientific papers

Enantioselective synthesis of chiral liquid crystalline compounds from monoterpenes

Chiral liquid crystalline compounds 1-9 have been synthesized enantioselectively from monoterpenes. The optical purities of (S)-(-)- and (R)-(+)-perillalcohol (16, 27), (S)-(-)- and (R)-(+)-1-pentyl-4-hydroxymethyl-1-cyclohexene (33, 34) and (2S,5S)-2-pentyl-5-hydroxymethyl-1-cyclohexanone (53) have been determined by 1H NMR analysis using chiral shift reagents. The mesomorphic phases and transition temperatures of compounds 2,3,5,6,7,8 and 9 have been characterized.

Coupling of allylic pivalates with lithium and magnesium organocopper reagents. Reversal of regiochemistry

Allylic pivalates undergo efficient coupling with both lithium diorganocuprates and RMgX-CuI (2:1) complexes resulting in the predominant formation of the "SN2"-type and the "SN2'"-type products respectively.