871504-58-4

Upstream product

• 38651-65-9 (1R,5S)-(+)-nopinone 

Downstream Products

• 1129580-93-3 (1R,2S,3R,5R)-6,6-dimethyl-3-morpholinobicyclo[3.1.1]heptan-2-ol 
• 1592000-52-6 C₂₁H₂₈N₃O⁽¹⁺⁾*BF₄^(1-) 
• 1592000-50-4 C₁₈H₁₇F₅N₃O⁽¹⁺⁾*BF₄^(1-) 
• 1592000-48-0 C₁₈H₂₂N₃O⁽¹⁺⁾*BF₄^(1-) 

Relevant academic research and scientific papers

Chiral terpene auxiliaries. Part 1: Highly enantioselective reduction of ketones with borane catalyzed by an oxazaborolidine derived from (-)-β-pinene

(1R,2S,3R,5R)-3-Amino-6,6-dimethyl-2-hydroxybicyclo[3.1.1]heptane was synthesized in three steps from (-)-β-pinene. It was used for the in situ generation of a B-methoxy-oxazaborolidine catalyst for the asymmetric reduction of alkyl-aryl ketones with borane-dimethyl sulfide complex. In the presence of 3 mol % of the catalyst, the product alcohols were obtained in high yields and with enantiomeric excesses in the range of 93-98%.