Synthesis of 2‑Unsubstituted
Pyrrolidines and
Piperidines from Donor–Acceptor Cyclopropanes and Cyclobutanes:
1,3,5-Triazinanes as Surrogates for Formylimines
Lennart
K. B. Garve
Alexander Kreft
Peter G. Jones
Daniel B. Werz
10.1021/acs.joc.7b01631.s001
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_2_Unsubstituted_Pyrrolidines_and_Piperidines_from_Donor_Acceptor_Cyclopropanes_and_Cyclobutanes_1_3_5-Triazinanes_as_Surrogates_for_Formylimines/5311387
A synthetic
procedure to access 2-unsubstituted pyrrolidines and
piperidines is presented. In the presence of MgI<sub>2</sub> 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.
2017-08-07 00:00:00
Piperidine
MgI 2
presence
Pyrrolidine
Cyclobutane
Donor
piperidine
variety
cyclobutane
Cyclopropane
Synthesi
Lewis acid
Formylimine
Surrogate
access 2- unsubstituted pyrrolidines
Triazinane
Unsubstituted
cyclopropane
donor
six-membered ring systems
triazinane
yield
entry
procedure