N-Heterocyclic Carbene-Catalyzed Vinylogous Mukaiyama Aldol Reaction of α-Keto Esters and α-Trifluoromethyl Ketones

Abstract
© Georg Thieme Verlag Stuttgart · New York · Synthesis 2016. N-Heterocyclic carbene (NHC)-catalyzed vinylogous Mukaiyama aldol reaction of ketones was developed. Under the catalysis of 5 mol% NHC, α-keto esters and α-trifluoromethyl ketones reacted with 2-(trimethysilyloxy)furan efficiently to produce γ-substituted butenolides containing adjacent quaternary and tertiary carbon centers in high yields with good diastereoselectivities.

Citation
Du G-F, Wang Y, Xing F, Xue M, Guo X-H, et al. (2015) N-Heterocyclic Carbene-Catalyzed Vinylogous Mukaiyama Aldol Reaction of α-Keto Esters and α-Trifluoromethyl Ketones. Synthesis 48: 79–84. Available: http://dx.doi.org/10.1055/s-0035-1560833.

Acknowledgements
This work was supported by the National Natural Science Foundation of China (Nos. 21262027, 21428302) and Shihezi University (No. 2012ZRKXJQ06). We thank Dr. L. He of Shihezi University for helpful discussions.

Publisher
Georg Thieme Verlag KG

Journal
Synthesis

DOI
10.1055/s-0035-1560833

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