Catalytic enantioselective synthesis of quaternary 3,3′-indolyloxindoles by combination of Rh(ii) complexes and chiral phosphines

2015 ◽  
Vol 2 (8) ◽  
pp. 956-960 ◽  
Author(s):  
Dian-Feng Chen ◽  
Chen-long Zhang ◽  
Yue Hu ◽  
Zhi-Yong Han ◽  
Liu-Zhu Gong
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Enantioselective Synthesis ◽  
Asymmetric Allylation ◽  
Michael Addition Reaction ◽  
Diverse Range ◽  
Highly Efficient ◽  
Chiral Phosphines

Rh(ii)/chiral phosphine combined catalysis has been developed for a highly efficient sequential C–H functionalization/asymmetric allylation or Michael addition reaction to afford a diverse range of quaternary 3,3′-indolyloxindole derivatives.

KF/Al2O3as a Highly Efficient, Green, Heterogeneous, and Reusable Catalytic System for the Solvent-Free Synthesis of Carboacyclic Nucleosides via Michael Addition Reaction

2008 ◽  
Vol 39 (1) ◽  
pp. 139-157 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Mohammad Hassan Beyzavi ◽  
Ahmad Reza Moosavi Zare ◽  
Ali Khalafi-Nezhad ◽  
...  
Keyword(s):  
Catalytic System ◽  
Michael Addition ◽  
Addition Reaction ◽  
Solvent Free ◽  
Michael Addition Reaction ◽  
Highly Efficient ◽  
Solvent Free Synthesis

A short enantioselective synthesis of 3-epi-jaspine B and (+)-oxybiotin via an intramolecular tandem desilylation oxa-Michael addition strategy

RSC Advances ◽  
2014 ◽  
Vol 4 (91) ◽  
pp. 49770-49774 ◽  
Author(s):  
Anil M. Shelke ◽  
Varun Rawat ◽  
Arumugam Sudalai ◽  
Gurunath Suryavanshi
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Enantioselective Synthesis ◽  
Asymmetric Epoxidation ◽  
Michael Addition Reaction ◽  
New Synthesis ◽  
Sharpless Asymmetric Epoxidation ◽  
Jaspine B

A new synthesis of cytotoxic 3-epi-jaspine B (34.7% overall yield; 97% ee) and (+)-oxybiotin (21.2% overall yield; 97% ee) is described starting from cis-2-butene-1,4-diol. The key reactions employed in the synthesis are Sharpless asymmetric epoxidation and a novel tandem desilylation-oxa Michael addition reaction.

Enantioselective Synthesis of β-Nitro Phosphonates Catalyzed by a Secondary Amine Bisthiourea

Synlett ◽  
2018 ◽  
Vol 29 (10) ◽  
pp. 1385-1389 ◽  
Author(s):  
Noor-ul Khan ◽  
Mohd Nazish ◽  
Ajay Jakhar ◽  
Naveen Gupta ◽  
Rukhsana Kureshy
Keyword(s):  
Spectroscopic Study ◽  
Secondary Amine ◽  
Michael Addition ◽  
Molecular Sieves ◽  
Addition Reaction ◽  
Probable Mechanism ◽  
Enantioselective Synthesis ◽  
Michael Addition Reaction

An enantioselective Michael addition of diphenyl phosphonate to nitroalkenes has been developed by using a secondary amine bisthiourea catalyst to access enantiomerically enriched β-nitro phosphonates. In this reaction, molecular sieves play a key role in achieving high and reproducible yields with a high enantioselectivities of up to 99% at –10 °C. A probable mechanism for the enantioselective Michael addition reaction was established by means of an NMR spectroscopic study.

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