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Synthesis of a chiral 1β-methylcarbapenem key intermediate using radical cyclization of N-vinylic α-bromo amides

✍ Scribed by Hiroyuki Ishibashi; Chisato Kameoka; Kazuya Kodama; Hirotaka Kawanami; Masahiro Hamada; Masazumi Ikeda


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
737 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis


The chiral l~3-methylcarbapenem key intermediate 5 was synthesized by using radical cyclization of N-vinylic 0t-bromo amide 18 as a key step.


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✍ Masazumi Ikeda; Shinji Ohtani; Tatsunori Sato; Hiroyuki Ishibashi 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

Total Synthesis of (-)-γ-Lycorane Using Diastereoselective 5-endotrig Radical Cyclization of N-Vinylic α-Halo Amides. -Radical cyclization of the acetamides (IV) proceeds with only moderate diastereoselectivity. Major product (Va) is converted to the title alkaloid (XI). -