Synlett 2014; 25(5): 681-686
DOI: 10.1055/s-0033-1340597
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© Georg Thieme Verlag Stuttgart · New York

A Diels–Alder Approach toward the Scaffolds of Polycyclic Sesquiterpenoids with 2-Pyrone

Hai Tong
a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610 064, P. R. of China   Fax: +86(28)85413712   Email: chembliu@scu.edu.cn
,
Bo Liu*
a   Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610 064, P. R. of China   Fax: +86(28)85413712   Email: chembliu@scu.edu.cn
b   Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200 032, P. R. of China
› Author Affiliations
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Publication History

Received: 29 October 2013

Accepted after revision: 10 December 2013

Publication Date:
15 January 2014 (online)


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Abstract

Functionalized 2-pyrone was synthesized from a known compound through an eight-step reaction sequence. Diels–Alder cycloadditions of this 2-pyrone were investigated, manifesting its ambident property with a series of electronically and sterically distinct dienophiles.

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