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New total synthesis of (±)-chuangxinmycin

✍ Scribed by Keisuke Kato; Machiko Ono; Hiroyuki Akita

Book ID
104256547
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
204 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

±)-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 ester 2 of natural chuangxinmycin (1).

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