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Chemistry Publications

2010

Piperidines

Articles 1 - 2 of 2

Full-Text Articles in Physical Sciences and Mathematics

Ytterbium Triflate Catalyzed Synthesis Of Alkoxy-Substituted Donor-Acceptor Cyclobutanes And Their Formal [4 + 2] Cycloaddition With Imines: Stereoselective Synthesis Of Piperidines., Mahmoud M Abd Rabo Moustafa, Brian L Pagenkopf Oct 2010

Ytterbium Triflate Catalyzed Synthesis Of Alkoxy-Substituted Donor-Acceptor Cyclobutanes And Their Formal [4 + 2] Cycloaddition With Imines: Stereoselective Synthesis Of Piperidines., Mahmoud M Abd Rabo Moustafa, Brian L Pagenkopf

Chemistry Publications

A new synthesis of 2-alkoxy-1,1-cyclobutane diesters and their first use in dipolar cycloadditions is reported. Both the formation of the donor-acceptor cyclobutanes and their subsequent annulation with in situ formed imines are catalyzed by Yb(OTf)(3). Cyclobutanes with carbon donor groups give piperidines with high trans stereoselectivity.


Synthesis Of 5-Azaindoles Via A Cycloaddition Reaction Between Nitriles And Donor-Acceptor Cyclopropanes., Mahmoud M Abd Rabo Moustafa, Brian L Pagenkopf Jun 2010

Synthesis Of 5-Azaindoles Via A Cycloaddition Reaction Between Nitriles And Donor-Acceptor Cyclopropanes., Mahmoud M Abd Rabo Moustafa, Brian L Pagenkopf

Chemistry Publications

A new method for the synthesis of 5-azaindole derivatives is reported. A [3+2] dipolar cycloaddition between nitriles and a 3,4-cyclopropanopiperidine followed by SeO(2) oxidation affords the target compounds in moderate to excellent yields. The divergent nature and cost effectiveness of this method makes it very suitable for combinatorial applications in the pharmaceutical industry.