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• 110-62-3 pentanal 
• 65185-68-4 (E)-2-bromo-β-nitrostyrene 
• 65185-68-4 o-bromonitrostyrene 

Relevant academic research and scientific papers

Synthesis of new pyrrolidine-based organocatalysts and study of their use in the asymmetric Michael addition of aldehydes to nitroolefins

New pyrrolidine-based organocatalysts with a bulky substituent at C2 were synthesized from chiral imines derived from (R)-glyceraldehyde acetonide by diastereoselective allylation followed by a sequential hydrozirconation/iodination reaction. The new compounds were found to be effective organocatalysts for the Michael addition of aldehydes to nitroolefins and enantioselectivities up to 85% ee were achieved.

Diphenylprolinol silyl ether-derived thioureas as highly efficient catalysts for the asymmetric Michael addition of aldehydes to nitroalkenes

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.

Highly efficient catalytic system for enantioselective Michael addition of aldehydes to nitroalkenes in water

(Chemical Equation Presented) Organocatalysis: A highly effective catalytic procedure for the Michael addition of aldehydes to nitroalkenes is achieved by combining the excellent asymmetric induction ability of o-TMS-protected diphenylprolinol compounds, the quick formation of enamines in the presence of benzoic acid, and the highly concentrated organic phase in water (see scheme; TMS=trimethylsilyl).