Open Access. Powered by Scholars. Published by Universities.®

Physical Sciences and Mathematics Commons

Open Access. Powered by Scholars. Published by Universities.®

Chemistry Publications

2010

Alcohols

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.


Formal [4 + 2] Cycloaddition Of Alkoxy-Substituted Donor-Acceptor Cyclobutanes And Aldehydes Catalyzed By Yb(Otf)3., Mahmoud M Abd Rabo Moustafa, Andrew C Stevens, Ben P Machin, Brian L Pagenkopf Oct 2010

Formal [4 + 2] Cycloaddition Of Alkoxy-Substituted Donor-Acceptor Cyclobutanes And Aldehydes Catalyzed By Yb(Otf)3., Mahmoud M Abd Rabo Moustafa, Andrew C Stevens, Ben P Machin, Brian L Pagenkopf

Chemistry Publications

The cycloaddition between 2-alkoxy-1,1-cyclobutane diesters and aromatic, heteroaromatic, or aliphatic aldehydes under Yb(OTf)(3) catalysis generates tetrahydropyrans in high yields with exclusive cis-stereochemistry.