Issue 29, 2010
From the journal:

Chemical Communications

Asymmetric total synthesis of ent-heliespirones A & C†

Chong Huanga  and  Bo Liu*ab  

* Corresponding authors

a Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
E-mail: chembliu@scu.edu.cn
Fax: +86 28 8541 3712
Tel: +86 28 8541 3712

b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai 200032, P. R. China

Abstract

A concise 8-step synthetic route toward ent-heliespirones A & C is described. This synthetic strategy features a highly diastereoselective palladium-catalyzed Michael addition to form 3,5-trans lactone and a final biomimetic intramolecular oxa-spirocyclization.

Graphical abstract: Asymmetric total synthesis of ent-heliespirones A & C

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Article information

DOI
https://doi.org/10.1039/C0CC00481B
Article type
Communication
Submitted
19 Mar 2010
Accepted
27 May 2010
First published
24 Jun 2010

Chem. Commun., 2010,46, 5280-5282

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Asymmetric total synthesis of ent-heliespirones A & C

C. Huang and B. Liu, Chem. Commun., 2010, 46, 5280 DOI: 10.1039/C0CC00481B

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