Trapping of carbolithiation-derived tertiary benzylic α-lithio piperidines with carbon electrophiles: Controlling the formation of α-amino quaternary and vicinal stereocenters

2015 ◽  
Vol 13 (32) ◽  
pp. 8647-8651 ◽  
Author(s):  
Timothy K. Beng ◽  
Nathan Fox ◽  
Daniel P. Bassler ◽  
Amir Alwali ◽  
Kayla Sincavage ◽  
...  
Keyword(s):  
Diastereoselective Synthesis ◽  
Quaternary Stereocenters

The interception of carbolithiation-derived tertiary benzylic α-lithio piperidines with carbon electrophiles has led to the diastereoselective synthesis of vicinally functionalized piperidines bearing α-amino quaternary stereocenters.

ChemInform Abstract: Catalytic, Enantio- and Diastereoselective Synthesis of γ-Butyrolactones Incorporating Quaternary Stereocenters.

ChemInform ◽  
2012 ◽  
Vol 43 (43) ◽  
pp. no-no
Author(s):  
Francesco Manoni ◽  
Claudio Cornaggia ◽  
James Murray ◽  
Sean Tallon ◽  
Stephen J. Connon
Keyword(s):  
Diastereoselective Synthesis ◽  
Quaternary Stereocenters

A Rh-catalyzed three-component reaction for the diastereoselective synthesis of pyrazolone derivatives with contiguous quaternary stereocenters

2020 ◽  
Vol 18 (18) ◽  
pp. 3466-3470
Author(s):  
Chaoqun Ao ◽  
Jingjing Huang ◽  
Xinfang Xu ◽  
Shikun Jia ◽  
Zhenghui Kang ◽  
...  
Keyword(s):  
Diastereoselective Synthesis ◽  
Efficient Approach ◽  
Pyrazolone Derivatives ◽  
Three Component Reaction ◽  
Quaternary Stereocenters

Efficient approach for the facile construction of polyfunctionalized pyrazolone derivatives bearing two contiguous quaternary stereocenters in good yields with high regioselectivities and excellent diastereoselectivities.

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

scholarly journals Highly Enantioselective Iridium(I)‐Catalyzed Hydrocarbonation of Alkenes: A Versatile Approach to Heterocyclic Systems Bearing Quaternary Stereocenters

2021 ◽  
Author(s):  
Andrés Arribas ◽  
Martín Calvelo ◽  
David F. Fernández ◽  
Catarina A. B. Rodrigues ◽  
José L. Mascareñas ◽  
...  
Keyword(s):  
Quaternary Stereocenters
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