Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes
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- 作者：Ryo Shintani ; Masataka Murakami ; Takaoki Tsuji ; Hideyuki Tanno ; Tamio Hayashi
- 刊名：Organic Letters
- 出版年：2009
- 出版时间：December 17, 2009
- 年：2009
- 卷：11
- 期：24
- 页码：5642-5645
- 全文大小：243K
- 年卷期：v.11,no.24(December 17, 2009)
- ISSN：1523-7052
文摘
A palladium-catalyzed decarboxylative [4 + 3] cyclization of γ-methylidene-δ-valerolactones with 1,1-dicyanocyclopropanes has been developed to produce cycloheptane derivatives in a convergent manner. This method can be applied to the synthesis of azepanes by reacting with aziridines, and their asymmetric variants have also been described. In addition, selective ring-expansion reactions can be achieved for certain γ-methylidene-δ-valerolactones to give nondecarboxylated nine-membered lactones.