110774-44-2

Upstream product

• 110774-36-2 5-ethyl-5-hexanal 
• 67448-61-7 6-(1-ethoxy-ethoxy)-hex-1-yne 
• 928-90-5 5-hexyl-1-ol 
• 71129-85-6 Acetic acid 3-eth-(E)-ylidene-cyclohexyl ester 
• 157065-94-6 ethoxyethyl ether of 5-hexyn-1-ol 
• 71097-17-1 5-ethyl-5-hexen-1-ol 

Relevant academic research and scientific papers

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.

Stereochemical Studies of Type-II Intramolecular Ene Reactions of δ,ε-Unsaturated Aldehydes

Intramolecular Lewis acid catalyzed ene reaction of aldehyde 3 gives the (E)-ene adduct 18 with 85-90percent selectivity.Intramolecular ene reactions of aldehydes 6, 10, and 13 proceed with 88-100percent selectivity for the isomer with an equatorial methy