Issue 12, 2011
From the journal:

Organic & Biomolecular Chemistry

A stereoselective total synthesis of 7,8-O-isopropylidene iriomoteolide-3a†

Yao Zhang,a   Lisheng Denga  and  Gang Zhao*a  

* Corresponding authors

a Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, P. R. China
E-mail: zhaog@mail.sioc.ac.cn

Abstract

A stereoselective total synthesis of 7,8-O-isopropylidene iriomoteolide-3a has been achieved by using Yamaguchi esterification, Julia–Kocienski olefination, organocatalytic α-oxidation, and ring-closing metathesis reaction as key bond-forming steps.

Graphical abstract: A stereoselective total synthesis of 7,8-O-isopropylidene iriomoteolide-3a

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Article information

DOI
https://doi.org/10.1039/C0OB01253J
Article type
Paper
Submitted
26 Dec 2010
Accepted
30 Mar 2011
First published
30 Mar 2011

Org. Biomol. Chem., 2011,9, 4518-4526

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A stereoselective total synthesis of 7,8-O-isopropylidene iriomoteolide-3a

Y. Zhang, L. Deng and G. Zhao, Org. Biomol. Chem., 2011, 9, 4518 DOI: 10.1039/C0OB01253J

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