Total synthesis of (−)-mersicarpine

…, T Ogino, S Yokoshima, T Fukuyama

Index: Nakajima, Rie; Ogino, Tsuyoshi; Yokoshima, Satoshi; Fukuyama, Tohru Journal of the American Chemical Society, 2010 , vol. 132, p. 1236 - 1237

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Citation Number: 99

Abstract

The total synthesis of (−)-mersicarpine was achieved in 10 steps from a known ketoester. Our synthesis features an Eschenmoser− Tanabe-type fragmentation to synthesize an alkyne unit containing a quaternary carbon center, a facile construction of the indole skeleton via a combination of a Sonogashira coupling and a gold (III) catalyzed cyclization, as well as a one-pot process to arrange the cyclic imine and the hemiaminal moieties. Our ...

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