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Issue 40, 2017
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Total synthesis of nannocystin Ax

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Abstract

A concise total synthesis of nannocystin Ax, a natural depsipeptide recently isolated from myxobacteria, has been accomplished. By following a convergent strategy, the target molecule was assembled from three fragments. Each fragment can be synthesized expeditiously from readily achievable compounds. The key elements in this total synthesis feature Kobayashi's remote asymmetric induction with vinylketene silyl N,O-acetal, Roush's asymmetric crotylboration of aldehyde, Mitsunobu's esterification and macrocyclization via Stille cross-coupling.

Graphical abstract: Total synthesis of nannocystin Ax

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Submitted
18 Jan 2017
Accepted
20 Apr 2017
First published
20 Apr 2017

Chem. Commun., 2017,53, 5549-5552
Article type
Communication

Total synthesis of nannocystin Ax

Y. Zhang, R. Liu and B. Liu, Chem. Commun., 2017, 53, 5549
DOI: 10.1039/C7CC00469A

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