130763-01-8

Upstream product

• 130762-93-5 5-methyl-2-phenyl-5-hexenal 
• 130763-06-3 (Z)-2,5-dimethyl-5-heptenal 
• 130763-05-2 (E)-2,5-dimethyl-5-heptenal 
• 103-82-2 phenylacetic acid 
• 157066-05-2 5-methyl-2-phenyl-5-hexenol 
• 25524-99-6 (E)-5-methylhept-5-en-2-one 
• 25525-01-3 Z-5-methyl-5-hepten-2-one 
• 1078-36-0 4-methyl-1-phenyl-4-pentene-1-one 

Relevant academic research and scientific papers

Organoaluminum-Promoted Cyclization of Olefinic Epoxides. a New and Stereoselective Approach to Cyclohexane Frameworks

A new, general synthetic method of six-membered carbocycles has been demonstrated, which involves the stereo-controlled cyclization of olefinic epoxides with methylaluminum bis(4-bromo-2,6-di-t-butylphenoxide) (MABR) via the epoxide rearrangement and subsequent intramolecular ene reaction with high stereoselectivity. This strategy is shown to be highly useful in the stereoselective synthesis of the basic skeleton of various terpenes.

Unprecedented stereochemical control in the intramolecular ene-reactions of δ,ε-unsaturated aldehydes using exceptionally bulky organoaluminum reagents: Elucidation of the transition state

Unprecendented stereochemical control has been achieved in the type II intramolecular ene reactions of δ,ε-unsaturated aldehydes leading to trans-cyclohexanols with excellent selectivity under very mild conditions, using exceptionally bulky methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (MABR). Success of the stereocontrolled cyclization can be ascribable to the ability of this modified organoaluminum reagents, MABR, to change the conformation of the transition state. Examining the ene reactions of substrates 7, 11, 14 with MABR, the stereochemical outcome of the present organoaluminum-promoted intramolecular ene reactions is further elucidated.