851189-86-1Relevant academic research and scientific papers
Stepwise acid-promoted double-Michael process: An alternative to Diels-Alder cycloadditions for hindered silyloxydiene-dienophile pairs
Jung, Michael E.,Ho, David G.
, p. 375 - 378 (2007)
(Chemical Equation Presented) The hindered diene 1 reacts with 3-methylcyclohexenone 6 catalyzed by triflimide to produce the Mukaiyama Michael product 7 (low-temperature quenching) or the [4+2] cycloadduct 8 (quenching at 0°C). Reaction of the hindered d
Synthesis of highly substituted cyclohexenes via mixed Lewis acid-catalyzed Diels-Alder reactions of highly substituted dienes and dienophiles
Jung, Michael E.,Ho, David,Chu, Hiufung V.
, p. 1649 - 1651 (2007/10/03)
(Chemical Equation Presented) A high-yielding method is described for the rapid synthesis of very hindered cyclohexenes by the Diels-Alder reaction of hindered silyloxy dienes and dienophiles using the mixed Lewis acid catalyst system (AlBr3/AlMe3). Thus, reaction of the hindered diene 4 with various substituted enones gave good yields of the expected cycloadducts even though both partners are quite sterically hindered.
