1367737-02-7Relevant articles and documents
AlCl3 catalyzed oxa-Diels-Alder reaction of aromatic aldehydes with simple dienes
Jian, Wujun,Qian, Bo,Bao, Hongli,Li, Daliang
, p. 4039 - 4044 (2017)
A highly regioselective and diastereoselective oxa-Diels-Alder reaction catalyzed by AlCl3 has been developed. This reaction is efficient and characterized by good functional group compatibility, F, Cl, CN, NO2, OMe and thiophenyl groups are tolerated. A Lewis acid catalyzed concerted cycloaddition mechanism is proposed based on the results.
Iron corrole-catalyzed [4 + 2] cycloaddition of dienes and aldehydes
Kuwano, Toru,Kurahashi, Takuya,Matsubara, Seijiro
supporting information, p. 1241 - 1243 (2013/10/22)
We have developed cationic iron(IV) corrole-catalyzed formal hetero-Diels-Alder reaction of aldehydes with dienes, which opens the way for divergent synthesis of pyrans. The potential utility of the catalyst was also demonstrated by carrying out cycloaddition of α,β-unsaturated aldehyde with a diene to give pyran selectively. Furthermore, the catalytic reactivity of iron corrole complex on the cycloaddition was determined by comparing that of iron porphyrin complex.
Cationic iron(III) porphyrin-catalyzed [4 + 2] cycloaddition of unactivated aldehydes with simple dienes
Fujiwara, Kyohei,Kurahashi, Takuya,Matsubara, Seijiro
supporting information; experimental part, p. 5512 - 5515 (2012/05/20)
Cationic iron(III) porphyrin was found to be an efficient catalyst for the highly chemoselective hetero-Diels-Alder-type reaction of aldehydes with 1,3-dienes. The catalyzed process did not require the use of electron-deficient aldehydes such as glyoxylic acid derivatives or activated electron-rich 1,3-dienes such as Danishefsky's diene and Rawal's diene. The high functional group tolerance and robustness of the catalyst were demonstrated. Further, the potential utility of the catalyst was demonstrated by performing the cycloaddition in the presence of water and by carrying out cycloaddition of an unactivated ketone such as cyclohexanone with a diene.