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Synthetic studies on β-lactam antibiotics. 13. Transformation of 6-epipenicillins to 2R-{(1S, 5R)-2-oxa-6-oxo-4,7- diazabicyclo[3.2.0]hept-3-en-7-yl}-3-methylbut-3-enoates

✍ Scribed by Yoshio Hamashima; Sadao Yamamoto; Shoichiro Uyeo; Mitsuru Yoshioka; Masayuki Murakami; Hisao Ona; Yasuhiro Nishitani; Wataru Nagata

Book ID
108384843
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
221 KB
Volume
20
Category
Article
ISSN
0040-4039

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✍ J. E. Swigor; C. U. Kim; K. A. Pittman 📂 Article 📅 1988 🏛 John Wiley and Sons 🌐 French ⚖ 198 KB

The synthesis of the title compound (4) is described. ## Treatment of (3S)-[(lR)-hydroxyethyl]-(4R)- [ 3-(p-nitrobenzyloxy) carbonyl-2-0x0-[ 2-I4C] -3-diazopropan-l-yl]azetidin-2-one1 with rhodium diacetate achieved ring closure forming (5R,6S)-pnitrobenzyl-6-~(1R)-hydroxyethyl]-3,7-dioxo-[3-14C]