77495-29-5

Upstream product

• 17920-90-0 3,3,7-trimethyl-oct-6-enal 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 107299-23-0 ((S)-1-Phenyl-ethyl)-[3,3,7-trimethyl-oct-6-en-(E)-ylidene]-amine 
• 106-26-3 cis-3,7-dimethyl-2,6-octadienal 
• 77495-28-4 (R)-N-(3,3,7-Trimethyl-6-octenylidene)-α-phenylethylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 

Downstream Products

• 107259-70-1 (-)-cis-(1R,2R)-2-isopropyl-5,5-dimethylcyclohexanol 
• 107259-70-1 (1S,2R)-trans-2-isopropyl-5,5-dimethylcyclohexanol 
• 107299-25-2 (1S,2R)-2-Isopropyl-5,5-dimethyl-cyclohexylamine 

Relevant academic research and scientific papers

ASYMMETRIC CYCLIZATION OF UNSATURATED ALDEHYDES CATALYZED BY A CHIRAL LEWIS ACID

A highly enantioselective cyclization of unsaturated aldehydes has been accomplished with the chiral zinc reagent 1 derived from dimethylzinc and (R)-(+)-1,1'-bi-2-naphthol.Thus, the Aldehyde 2 and 10 are treated with the reagent 1 producing the trans alcohol 3 and 11, respectively, with high optical purity (>90percent ee).In sharp contrast, the aldehyde 8 affords the totally racemic alcohol 9.Since the chiral zinc reagent 1 possesses its C2-symmetry, either enantiomer can be prepared from the unsaturated aldehyde by choosing the chiral ligand, (R)-(+)- or (S)-(-)-1,1'-bi-2-naphthol.

Biomimetic Polyene Cyclizations. Asymmetric Induction during the Acid-Catalyzed Cyclization of Chiral Imines

This paper reports the details of a basic study showing that an imino function is suitable to initiate acid-catalyzed cyclizations of polyenes, affording high yields of cyclized products.The additional advantage of such a function is to introduce very easily a chirality on the polyene skeleton by the way of a chiral group linked to nitrogen.The extent of asymmetric induction by a chiral phenethyl group on nitrogen is from 36percent to 65percent, according to the monocyclic or bicyclic nature of the substrate.