80868-41-3

Upstream product

• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 70982-26-2 (1R,4S)-1,7,7-trimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]hept-2-en 

Downstream Products

• 113883-14-0 benzyl-isobornyl-malonate 
• 113883-16-2 2-Bromo-malonic acid (1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (1S,2S,3R,4S)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 80868-47-9 Acrylic acid (1R,2S,3R,4R)-3-benzhydryl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 113883-15-1 bis-isobornyl-malonate 

Relevant academic research and scientific papers

Asymmetric Induction in Diels-Alder Reactions to Acrylates Derived from Chiral sec-Alcohols

Starting from the enantiomerically pure monoterpenes (+)-pulegone (3), (+)-limonene (7), (-)-β-pinene (9), (+)- and (-)-camphor (13) or (+)-cholestenone (11) the chiral alcohols 4, 5, 6, 8, 10, 12, 14, 15, 16, 17 and 18 were prepared; their acrylates II underwent a TiCl4-promoted Diels-Alder addition to cyclopentadiene (Scheme 3, Table) giving in a predictable manner either the (2R)- or the (2S)-adducts III with 63 to 88percent asymmetric induction.