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Asymmetric synthesis of (−)-renieramycin T†
Junhao Jia,Hao Liu,Xiong Li,Yuanliang Jia,Xiaochuan Chen
Organic & Biomolecular Chemistry Pub Date : 07/13/2016 00:00:00 , DOI:10.1039/C6OB01064D
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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