Synlett 2010(16): 2513-2517  
DOI: 10.1055/s-0030-1258551
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

N-Heterocyclic Carbene Catalyzed Vinylogous Aldol Reaction of 2-(Trimethylsilyloxy)furan and Aldehydes

Guang-Fen Du, Lin He*, Cheng-Zhi Gu, Bin Dai
School of Chemistry and Chemical Engineering, Shi He Zi University, Xin Jiang 832000, P. R. of China
Fax: +86(993)2057270; e-Mail: helin@shzu.edu.cn;
Further Information

Publication History

Received 18 June 2010
Publication Date:
03 September 2010 (online)

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Abstract

A N-Heterocyclic carbenes (NHC) catalyzed vinylogous aldol reaction between 2-(trimethylsilyloxy)furan and aldehydes has been developed, providing γ-substituted butenolides in high yields with good diastereoselectivities. Furthermore, the catalyst loading can be reduced to 1 mol%.