Transition metal mediated synthesis of (±)-chuangxinmycin methyl ester
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 323-325
- https://doi.org/10.1039/p19920000323
Abstract
Chromium mediated synthesis of 4-iodo-1-triisopropylsilylindole followed by 4-methoxycarbonyl-methylthiation by palladium catalysed cross coupling with methoxycarbonylmethylthio(trialkyl)-stannane and aldol condensation gave the key α-thioacrylate intermediate 5. The Z-geometry of the major isomer of 5 was determined by X-ray crystal analysis. Closure of ring C by a novel fluoride ion catalysed formation of the 2a–3 bond completed a short synthesis of (±)-chuangxinmycin methyl ester 1(R = Me).Keywords
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