1434302-10-9Relevant academic research and scientific papers
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
, 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
, 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.
