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Issue 55, 2017

Multifunctional catalysis: stereoselective construction of α-methylidene-γ-lactams via an amidation/Rauhut–Currier sequence

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Abstract

Mixing of acryloylchloride, dienone 2, N,N-diisopropylethylamine with chiral organocatalyst 5a, which could simultaneously act as Brønsted and Lewis base catalysts, led to a one-pot amidation/Rauhut–Currier sequence, affording α-methylidene-γ-lactams 4. Catalyst 5a could be recovered and reused by acid/base extraction without any loss of catalytic activity in the stepwise protocol.

Graphical abstract: Multifunctional catalysis: stereoselective construction of α-methylidene-γ-lactams via an amidation/Rauhut–Currier sequence

Supplementary files

Article information


Submitted
12 Apr 2017
Accepted
30 May 2017
First published
31 May 2017

Chem. Commun., 2017,53, 7724-7727
Article type
Communication

Multifunctional catalysis: stereoselective construction of α-methylidene-γ-lactams via an amidation/Rauhut–Currier sequence

K. Kishi, F. A. Arteaga, S. Takizawa and H. Sasai, Chem. Commun., 2017, 53, 7724 DOI: 10.1039/C7CC02839C

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