Details

Autor(en) / Beteiligte

• Garve, Lennart K. B.
• Jones, Peter G.
• Werz, Daniel B.

Titel

Ring‐Opening 1‐Amino‐3‐aminomethylation of Donor–Acceptor Cyclopropanes via 1,3‐Diazepanes

Ist Teil von

• Angewandte Chemie International Edition, 2017-07, Vol.56 (31), p.9226-9230

Auflage

International ed. in English

Ort / Verlag

Germany: Wiley Subscription Services, Inc

Erscheinungsjahr

2017

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The first ring‐opening reaction of donor–acceptor cyclopropanes to give diamines is reported. For this reaction, a 1,3‐bisfunctionalization was developed using cyclopropanes, triazinanes, and Sc(OTf)3 as the catalyst, followed by treatment with acid. The reaction proceeds under very mild conditions and tolerates many functional groups. Moreover, a library of various 1,3‐diazepanes, which arise as intermediates of the first formal aza‐[4+3]‐cycloaddition reaction with donor–acceptor cyclopropanes, was synthesized. Double Amination: Donor–acceptor cyclopropanes can be selectively opened with triazinanes to give diamines under scandium catalysis and mild acidic conditions. Moreover, a library of various 1,3‐diazepanes, which arise as intermediates of these formal aza‐[4+3]‐cycloaddition reactions, was synthesized.