868744-86-9

Upstream product

• 536-74-3 phenylacetylene 
• 80434-59-9 (1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde 

Downstream Products

• 868744-85-8 (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-phenyl-prop-2-en-1-ol 

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.