Polysubstituted 5-Functionalized 2-Pyrone Derivatives: Facile Synthesis via Tandem Nucleophilic Addition/Lactonization Reaction of 1,2-Allenyl Esters

Xian Huang; Ruwei Shen

doi:10.1055/s-2006-942493

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Synthesis 2006(16): 2731-2737
DOI: 10.1055/s-2006-942493

PAPER

Polysubstituted 5-Functionalized 2-Pyrone Derivatives: Facile Synthesis via Tandem Nucleophilic Addition/Lactonization Reaction of 1,2-Allenyl Esters

Xian Huang*^a,b, Ruwei Shen^a
^a Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou 310028, P. R. of China
^b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
Fax: +86(571)88807077; e-Mail: huangx@mail.hz.zj.cn;

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Publication History

Received 10 March 2006
Publication Date:
13 July 2006 (online)

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Abstract

Polysubstituted 5-functionalized 2-pyrone derivatives were synthesized via the K₂CO₃-catalyzed reaction of 1,2-allenyl esters and α-substituted ketones with electron-withdrawing groups through a tandem nucleophilic addition/lactonization process.

Key words

2-pyrone derivatives - allenyl esters - nucleophilic addition - lactonization

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