1643956-87-9Relevant academic research and scientific papers
Sequential hydroformylation/Diels-Alder processes: One-pot synthesis of polysubstituted cyclohexenes, cyclohexadienes, and phthalates from alkynes
Fang, Xianjie,Jackstell, Ralf,Beller, Matthias
, p. 7939 - 7942 (2014)
A novel, one-pot hydroformylation/Diels-Alder sequence for the synthesis of multisubstituted cyclohexenes, cyclohexadienes, and phthalates has been developed. Various alkynes were efficiently converted into the corresponding products in good yields and with excellent diastereoselectivity through palladium-catalyzed hydroformylation followed by an AAD-type reaction (AAD: Amides-Aldehydes-Dienophiles). In view of the availability of the substrates, the atom-efficiency of the overall process, and the convenient introduction of substituents in the cyclohexene ring, this method complements current methods for the preparation of polysubstituted cyclohexane derivatives. Putting it together: A one-pot procedure for the diversity-oriented synthesis of multisubstituted cyclohexenes, cyclohexadienes, and phthalates through hydroformylation of alkynes followed by a Diels-Alder reaction has been developed (see scheme; EWG=electron-withdrawing group).
