99474-98-3

Upstream product

• 99474-97-2 rac-2-(2,2,4,6,6-Pentamethyl-3-cyclohexenyl)-2-propen-1-ol 
• 68930-33-6 tetramethyl-limonene (3,3,5,5-tetramethyl-p-mentha-1,8-diene) 
• 96850-37-2 rac-2-(2,2,4,6,6-Pentamethyl-3-cyclohexenyl)-1-propanol 

Relevant academic research and scientific papers

Novel Base-induced Isomerization of Unsaturated Alcohols to Aldehydes

A number of allylic and other unsaturated alcohols have been converted into aldehydes by treatment with N-lithioethylenediamine in ethylenediamine (LEDA-EDA) and also with lithium 3-aminopropanamide in 3-aminopropanamine (LAPA-APA).

Terpenes and Terpenoid Compounds, 17. - Preparation of Oxygenated Tetramethylmethenes and Tetramenthylmenthadienes

The hydroboration of rac-TM-limonene (1) (TM = tetramethyl) with 9-BBN is chemoselective and allows the functionalization of the isopropenyl side chain to give rac-TM-Δ1-p-Menthen-10-ol (4a,b), the corresponding aldehyde 5a,b, and the acid 6.Protonolysis of the product of hydroboration affords rac-TM-Δ1-p-menthene (7).Hydrochlorination of 1, epoxidation, and treatment with lithium diisopropylamide yields rac-TM-Δ1(7),8-p-menthadien-10-ol (9) which is rearranged by acid into rac-TM-Δ1,8-p-menthadien-10-ol (11).