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Start Over Author "Kenta Kishi" Journal chemical communications
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1. Multifunctional catalysis: stereoselective construction of α-methylidene-γ-lactams via an amidation/Rauhut–Currier sequence

Author

Fernando Arteaga Arteaga, Hiroaki Sasai, Kenta Kishi, and Shinobu Takizawa

Subjects
chemistry.chemical_classification, Base (chemistry), 010405 organic chemistry, Stereochemistry, Metals and Alloys, Sequence (biology), General Chemistry, 010402 general chemistry, 01 natural sciences, Catalysis, 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry, Materials Chemistry, Ceramics and Composites, Stereoselectivity, Lewis acids and bases
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.

Published
2017
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