Organic Letters 2010-08-20

Concise total synthesis of (+/-)-pseudotabersonine via double ring-closing metathesis strategy.

Bo Cheng, James D Sunderhaus, Stephen F Martin

Index: Org. Lett. 12(16) , 3622-5, (2010)

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Abstract

A concise synthesis of (+/-)-pseudotabersonine from commercially available 1-(phenylsulfonyl)-3-indolecarboxaldehyde has been accomplished. This synthesis features the convergent assembly of a key intermediate via a stepwise variant of a Mannich-type multicomponent coupling process, a double ring-closing metathesis, and a one-pot deprotection/cyclization reaction.