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Direct and Diastereoselective Alkylation and Aldol Reactions of α-Bromo-α-fluoro-β-lactams

✍ Scribed by Tarui, Atsushi; Kawashima, Naoto; Kawakita, Tetsuya; Sato, Kazuyuki; Omote, Masaaki; Ando, Akira

Book ID
120560093
Publisher
American Chemical Society
Year
2013
Tongue
English
Weight
523 KB
Volume
78
Category
Article
ISSN
0022-3263

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Simple, chemoselective, and diastereosel
Simple, chemoselective, and diastereoselective Reformatsky-type synthesis of α-bromo-α-fluoro-β-lactams
✍ Atsushi Tarui; Naoto Kawashima; Kazuyuki Sato; Masaaki Omote; Yoshihisa Miwa; Hi 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 450 KB

The chemoselective and diastereoselective synthesis of syn-a-bromo-a-fluoro-b-lactams was achieved using the diethylzinc-mediated Reformatsky-type reaction of ethyl dibromofluoroacetate with imines. The reaction led to diastereomerically pure b-lactams in good to moderate yields (up to 78% yield) wi