Issue 68, 2012
From the journal:

Chemical Communications

Total synthesis of (±)-pallambins C and D†

Xue-Song Xu,a   Zhen-Wu Li,b   Yi-Jun Zhang,b   Xiao-Shui Penga  and  Henry N. C. Wong*ab  

* Corresponding authors

a Department of Chemistry, Centre of Novel Functional Molecules, Institute of Molecular Technology for Drug Discovery and Synthesis, and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China
E-mail: hncwong@cuhk.edu.hk
Fax: +852 2603-5057

b Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai, China

Abstract

The first total synthesis of (±)-pallambins C and D has been accomplished in a linear 38 step reaction from (±)-Wieland–Miescher ketone. The key conversions are featured as follows: a Grob fragmentation–intramolecular aldol cyclization and a thiourea/palladium-catalyzed carbonylative annulation.

Graphical abstract: Total synthesis of (±)-pallambins C and D

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Article information

DOI
https://doi.org/10.1039/C2CC34310J
Article type
Communication
Submitted
16 Jun 2012
Accepted
05 Jul 2012
First published
06 Jul 2012

Chem. Commun., 2012,48, 8517-8519

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Total synthesis of (±)-pallambins C and D

X. Xu, Z. Li, Y. Zhang, X. Peng and H. N. C. Wong, Chem. Commun., 2012, 48, 8517 DOI: 10.1039/C2CC34310J

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