286365-35-3

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 286365-32-0 4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenyl trifluoromethanesulfonate 
• 286365-31-9 4-benzyloxy-3-[(1S)-1,2,2-trimethylcyclopentyl]phenol 
• 286365-30-8 4-benzyloxy-6-bromo-3-[(1S)-1,2,2-trimethylcyclopentyl]-2-cyclohexen-1-one 
• 220489-24-7 4-benzyloxy-3<(1S)-1,2,2-trimethylcyclopentyl>-2-cyclohexen-1-one 

Downstream Products

• 286365-37-5 (-)-4-hydroxymethyl-2-(1',2',2'-trimethylcyclopentyl)phenol 
• 81784-18-1 1S-(5'-formyl-2'-hydroxyphenyl)-1,2,2-trimethylcyclopentane 
• 286365-36-4 methyl 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzoate 

Relevant academic research and scientific papers

Enantioselective synthesis of herbertane sesquiterpenes: Synthesis of (-)-α-formylherbertenol

The synthesis of 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde [(-)-α-formylherbertenol 1], a herbertane-type sesquiterpene isolated from the leafy liverwort Herberta adunca, from β-cyclogeraniol is described. The synthesis is based on the previously described preparation of an enantiopure 1,2,2-trimethylcyclopentane synthon from which the characteristic aromatic moiety of 1 is elaborated, using a Robinson annulation and a palladium-catalysed methoxycarbonylation of an aryl triflate as key synthetic steps. The synthesis of the natural sesquiterpene (-)-α-herbertenol, also a natural sequiterpene, using the same methodology is also described. Copyright (C) 2000 Elsevier Science Ltd.