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Issue 30, 2016
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Asymmetric synthesis of (−)-renieramycin T

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Abstract

(−)-Renieramycin T, an interesting tetrahydroisoquinolinequinone alkaloid with a novel renieramycin–ecteinascidin mixed framework, is synthesized from the known phenol 16 in 22 steps with 6.2% overall yield. In the convergent route, the key cyclocondensation between the isoquinoline moiety 27 and trisubstituted phenylalaninol 14 is achieved with good selectivity to furnish bistetrahydroisoquinoline 29, which permits a rapid construction of the pentacyclic framework having a fully substituted aromatic A ring.

Graphical abstract: Asymmetric synthesis of (−)-renieramycin T

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Publication details

The article was received on 16 May 2016, accepted on 02 Jul 2016 and first published on 13 Jul 2016


Article type: Paper
DOI: 10.1039/C6OB01064D
Citation: Org. Biomol. Chem., 2016,14, 7334-7344
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    Asymmetric synthesis of (−)-renieramycin T

    J. Jia, R. Chen, H. Liu, X. Li, Y. Jia and X. Chen, Org. Biomol. Chem., 2016, 14, 7334
    DOI: 10.1039/C6OB01064D

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