[3+2]-annulation of oxindolinyl-malononitriles with Morita–Baylis–Hillman acetates of nitroalkenes for the regio- and diastereoselective synthesis of spirocyclopentane-indolinones

Tetrahedron ◽  
2022 ◽  
pp. 132650
Author(s):  
Abhishek Pareek ◽  
Sudheesh T. Sivanandan ◽  
Shweta Bhagat ◽  
Irishi N.N. Namboothiri
Keyword(s):  
Diastereoselective Synthesis

Naturally Occurring Organic Acid-catalyzed Facile Diastereoselective Synthesis of Biologically Active (E)-3-(arylimino)indolin-2-one Derivatives in Water at Room Temperature

2019 ◽  
Vol 23 (16) ◽  
pp. 1778-1788 ◽  
Author(s):  
Gurpreet Kaur ◽  
Arvind Singh ◽  
Kiran Bala ◽  
Mamta Devi ◽  
Anjana Kumari ◽  
...  
Keyword(s):  
Room Temperature ◽  
Biologically Active ◽  
Environmentally Benign ◽  
Diastereoselective Synthesis ◽  
Substituted Anilines ◽  
Reaction Conditions ◽  
Naturally Occurring ◽  
Acid Catalyzed ◽  
Reaction Media ◽  
Column Chromatographic

A simple, straightforward and efficient method has been developed for the synthesis of (E)-3-(arylimino)indolin-2-one derivatives and (E)-2-((4-methoxyphenyl)imino)- acenaphthylen-1(2H)-one. The synthesis of these biologically-significant scaffolds was achieved from the reactions of various substituted anilines and isatins or acenaphthaquinone, respectively, using commercially available, environmentally benign and naturally occurring organic acids such as mandelic acid or itaconic acid as catalyst in aqueous medium at room temperature. Mild reaction conditions, energy efficiency, good to excellent yields, environmentally benign conditions, easy isolation of products, no need of column chromatographic separation and the reusability of reaction media are some of the significant features of the present protocol.

Diastereoselective Synthesis of Novel Optically Active Five Membered O- and N-heterocyclic Compounds

2012 ◽  
Vol 9 (2) ◽  
pp. 81-88 ◽  
Author(s):  
Ervin Kovacs ◽  
Ferenc Farkas ◽  
Angelika Thurner ◽  
Aron Szollosy ◽  
Ferenc Faigl
Keyword(s):  
Heterocyclic Compounds ◽  
Optically Active ◽  
Diastereoselective Synthesis

An Efficient One-Pot Enantio- and Diastereoselective Synthesis of Heterocycles

2002 ◽  
Vol 41 (24) ◽  
pp. 4693-4697 ◽  
Author(s):  
Barry M. Trost ◽  
Michelle R. Machacek
Keyword(s):  
Diastereoselective Synthesis ◽  
One Pot

ChemInform Abstract: Diastereoselective Synthesis of the Key Intermediate of the BO-2727 Side Chain.

ChemInform ◽  
2010 ◽  
Vol 29 (3) ◽  
pp. no-no
Author(s):  
N. OHTAKE ◽  
H. JONA ◽  
S. OKADA ◽  
O. OKAMOTO ◽  
Y. IMAI ◽  
...  
Keyword(s):  
Side Chain ◽  
Diastereoselective Synthesis

Biocatalytic approaches for enantio and diastereoselective synthesis of chiral β-nitroalcohols

2021 ◽  
Author(s):  
D. H. Sreenivasa Rao ◽  
Ayon Chatterjee ◽  
Santosh Kumar Padhi
Keyword(s):  
Bioactive Molecules ◽  
Diastereoselective Synthesis ◽  
Synthetic Intermediates

Chiral β-nitroalcohols are versatile synthetic intermediates for several pharmaceuticals, and bioactive molecules. This review describes the importance and various biocatalytic approaches for their enantio and diastereoselective synthesis.

Regio- and diastereoselective synthesis of trans-3,4-diaryldihydrocoumarins via metal-free [4+2] annulation of ynamides with o-hydroxybenzyl alcohols

2021 ◽  
Author(s):  
Wen-Feng Luo ◽  
Long-Wu Ye ◽  
Long Li ◽  
Peng-Cheng Qian
Keyword(s):  
Diastereoselective Synthesis ◽  
Metal Free

An efficient regio- and diastereoselective method for the construction of valuable trans-3,4-diaryldihydrocoumarins via metal-free formal [4+2] annulation of ynamides with o-hydroxybenzyl alcohols has been developed.

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