868744-82-5

Upstream product

• 61382-45-4 (E)-1-iodo-3,3-dimethyl-1-butene 
• 80434-59-9 (1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde 

Downstream Products

• 868745-23-7 Allyl-[(E)-(R)-1-tert-butyl-3-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-allyl]-carbamic acid tert-butyl ester 
• 881920-94-1 (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4,4-dimethylpent-2-enyl carbamate 
• 881920-70-3 (R,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4,4-dimethylpent-2-enyl carbamate 
• 868745-22-6 Allyl-[(E)-(R)-1-tert-butyl-3-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-allyl]-amine 
• 868744-90-5 (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4,4-dimethylpent-2-en-1-ol 
• 920750-07-8 (1S,2S,4R)-2-[(E)-(S)-4,4-Dimethyl-3-(prop-2-ene-1-sulfonyl)-pent-1-enyl]-1-isopropyl-4-methyl-cyclohexane 
• 920750-05-6 (1S,2S,4R)-2-((E)-(S)-3-But-3-enylsulfanyl-4,4-dimethyl-pent-1-enyl)-1-isopropyl-4-methyl-cyclohexane 
• 920750-04-5 (1S,2S,4R)-2-((E)-(S)-3-Allylsulfanyl-4,4-dimethyl-pent-1-enyl)-1-isopropyl-4-methyl-cyclohexane 
• 920750-02-3 Phenyl-thiocarbamic acid S-[(E)-(S)-1-tert-butyl-3-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-allyl] ester 
• 881920-88-3 (E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-4,4-dimethylpent-2-en-1-one 

Relevant academic research and scientific papers

Sterically biased 3,3-sigmatropic rearrangement of azides: Efficient preparation of nonracemic α-amino acids and heterocycles

(Chemical Equation Presented) Homochiral α-amino acids, heterocycles, and carbocycles are efficiently constructed via a short sequence of reactions starting from the chiral auxiliary p-menthane-3-carboxaldehyde. The key feature of the sequence is a highly selective tandem Mitsunobu/3,3-sigmatropic rearrangement of hydrazoic acid that procures enantiomerically enriched allylic azides. The sequence is either terminated by oxidative cleavage to provide amino acids or by ring-closing metathesis to provide heterocycles or carbocycles bearing nitrogen.

Efficient preparation of chiral non-racemic sulfur compounds

p-Menthane-3-carboxaldehyde serves as an efficient chiral auxiliary in the preparation of chiral non-racemic S-alkylthiocarbamates or 5-dithiocarbonates via the 3,3-sigmatropic rearrangement of the corresponding alkylthionocarbamates or xanthates. The tra