80986-14-7Relevant academic research and scientific papers
New chiral proline-based catalysts for silicon and zirconium oxides-promoted asymmetric Biginelli reaction
Titova, Yulia A.,Gruzdev, Dmitry A.,Fedorova, Olga V.,Alisienok, Olga A.,Murashkevich, Anna N.,Krasnov, Victor P.,Rusinov, Gennady L.,Charushin, Valery N.
, p. 417 - 427 (2018)
[Figure not available: see fulltext.] 4-Hydroxy-(2S)-prolines bearing 3,4-dihydro-2H-1,4-benzoxazine or 1,2,3,4-tetrahydroquinoline fragments were synthesized and studied as chiral catalysts in the Biginelli reaction. The target product ethyl 6-methyl-2-o
Diphenylprolinol silyl ether-derived thioureas as highly efficient catalysts for the asymmetric Michael addition of aldehydes to nitroalkenes
He, Chunyan,Ren, Xiaochen,Feng, Yingle,Chai, Yonghai,Zhang, Shengyong,Chen, Weiping
supporting information, p. 4036 - 4038 (2015/06/08)
Abstract This Letter described the synthesis of the first diarylprolinol silyl ether-derived bifunctional thiourea organocatalysts. The catalysts were applied to the asymmetric Michael addition of aldehydes to nitroalkenes to give the desired adducts in good yields (up to 99%) with excellent enantioselectivities (up to 99% ee) and excellent diastereoselectivities (up to 99:1). The spatial placement of C-4 substituent is of importance to the reaction activity and stereoselectivity.
A new family of conformationally constrained bicyclic diarylprolinol silyl ethers as organocatalysts
Lombardo, Marco,Montroni, Elisa,Quintavalla, Arianna,Trombini, Claudio
supporting information, p. 3428 - 3434 (2013/02/23)
Simple chemical manipulations of trans-4-L-hydroxy proline allow the access to a new family of bicyclic silyl ether organocatalysts that display some remarkable features. Apart from being extremely stable to hydrolytic conditions and possessing excellent catalytic performances, the rigidity of the bicyclic structure imposes a synclinal endo disposition of the bulky substituents with respect to the pyrrolidine ring, opposed to the more stable synclinal exo conformations of Jorgensen-Hayashi catalysts.
Developing microcolin A analogs as biological probes
Mandal, Amit K.,Hines, John,Kuramochi, Kouji,Crews, Craig M.
, p. 4043 - 4047 (2007/10/03)
Three microcolin A and B analogs have been synthesized. Their biological activity profiles were evaluated against several cell lines, revealing the existence of a structural determinant whose role in mediating the antiproliferative effect of the microcoli
A SHORT IMPROVED SYSTHESIS OF N-SUBSTITUTED 5-AZA-2-OXA-3-OXO-BICYCLOHEPTANES
Bowers-Nemia, Margaret M.,Joullie, Madeleine M.
, p. 817 - 828 (2007/10/02)
N-Substituted 5-aza-2-oxa-3-oxo-bicycloheptanes are conformationally rigid models that have been used in several 1H-NMR studies.They have previously been obtained by multistep processes.We have devised a one step synthesis for these compounds.The utility of this new route has been demonstrated for five differently N-substituted substrates.
