%0 Generic %A Garve, Lennart K. B. %A Kreft, Alexander %A Jones, Peter G. %A Werz, Daniel B. %D 2017 %T Synthesis of 2‑Unsubstituted Pyrrolidines and Piperidines from Donor–Acceptor Cyclopropanes and Cyclobutanes: 1,3,5-Triazinanes as Surrogates for Formylimines %U https://acs.figshare.com/articles/dataset/Synthesis_of_2_Unsubstituted_Pyrrolidines_and_Piperidines_from_Donor_Acceptor_Cyclopropanes_and_Cyclobutanes_1_3_5-Triazinanes_as_Surrogates_for_Formylimines/5311384 %R 10.1021/acs.joc.7b01631.s002 %2 https://ndownloader.figshare.com/files/9103687 %K Piperidine %K MgI 2 %K presence %K Pyrrolidine %K Cyclobutane %K Donor %K piperidine %K variety %K cyclobutane %K Cyclopropane %K Synthesi %K Lewis acid %K Formylimine %K Surrogate %K access 2- unsubstituted pyrrolidines %K Triazinane %K Unsubstituted %K cyclopropane %K donor %K six-membered ring systems %K triazinane %K yield %K entry %K procedure %X A synthetic procedure to access 2-unsubstituted pyrrolidines and piperidines is presented. In the presence of MgI2 as Lewis acid, donor–acceptor cyclopropanes or corresponding cyclobutanes were treated with 1,3,5-triazinanes, leading to the five- or six-membered ring systems under mild conditions in yields up to 93%. This protocol tolerates a great variety of functional groups and thus provides an efficient entry to this class of pyrrolidines and piperidines. %I ACS Publications