Enantioselective Michael Reaction of Malonates to Nitroolefins Catalyzed by Bifunctional Organocatalysts

Enantioselective Michael Reaction of Malonates to Nitroolefins Catalyzed by Bifunctional Organocatalysts

| Tomotaka Okino, Yasutaka Hoashi, Yoshiji, Takemoto*
This section provides detailed information on the preparation and characterization of bifunctional organocatalysts and their application in the enantioselective Michael reaction of malonates to nitroolefins. The catalysts were synthesized using a two-step process involving the reaction of 3,5-bis(trifluoromethyl)phenyl isothiocyanate and (R,R)-N,N-dimethyl-trans-diaminocyclohexane. The catalysts were characterized by various spectroscopic methods, including mass spectrometry (MS), nuclear magnetic resonance (NMR), infrared (IR), and circular dichroism (CD) spectroscopy. The enantioselective Michael addition reaction was performed under an argon atmosphere using trans-β-nitrostyrene and diethyl malonate as substrates, with the catalysts. The products were isolated and characterized by NMR, IR, and HPLC, showing high enantioselectivity. The study demonstrates the effectiveness of these catalysts in achieving high enantioselectivity in the Michael reaction of malonates to nitroolefins.This section provides detailed information on the preparation and characterization of bifunctional organocatalysts and their application in the enantioselective Michael reaction of malonates to nitroolefins. The catalysts were synthesized using a two-step process involving the reaction of 3,5-bis(trifluoromethyl)phenyl isothiocyanate and (R,R)-N,N-dimethyl-trans-diaminocyclohexane. The catalysts were characterized by various spectroscopic methods, including mass spectrometry (MS), nuclear magnetic resonance (NMR), infrared (IR), and circular dichroism (CD) spectroscopy. The enantioselective Michael addition reaction was performed under an argon atmosphere using trans-β-nitrostyrene and diethyl malonate as substrates, with the catalysts. The products were isolated and characterized by NMR, IR, and HPLC, showing high enantioselectivity. The study demonstrates the effectiveness of these catalysts in achieving high enantioselectivity in the Michael reaction of malonates to nitroolefins.
Reach us at info@study.space
[slides and audio] Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts.