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New total synthesis of (±)-, (−)- and (+)-chuangxinmycins

✍ Scribed by Keisuke Kato; Machiko Ono; Hiroyuki Akita


Book ID
108371436
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
191 KB
Volume
57
Category
Article
ISSN
0040-4020

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ChemInform Abstract: New Total Synthesis
✍ K. KATO; M. ONO; H. AKITA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

New Total Synthesis of (-)-and (+)-Chuangxinmycins. -Natural chuangxinmycin (VIII), which is effective in the treatment of E. coli caused infections, and its enantiomers are prepared starting from (+)-(I) or (+)-(II), respectively. Key steps in the synthesis of ( VIII) are the double enzymatic reso

New total synthesis of (±)-chuangxinmyci
✍ Keisuke Kato; Machiko Ono; Hiroyuki Akita 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 204 KB

±)-4'-Iodoindoimycenate 6 was stereoselectively converted into the (±)-(2,3)-syn-2thioacetoxy ester 16 with retention of C2-stereochemistry in (±)-6. Palladium-catalysed cyclisation of indolyl iodide and the internal C2 thiol group of the substrate (±)-17 derived from (±)-16 gave the (±)-cis methyl