N-Heterocyclic Carbene-Catalyzed Vinylogous Mukaiyama Aldol Reaction of α-Keto Esters and α-Trifluoromethyl Ketones
KAUST DepartmentBiological and Environmental Sciences and Engineering (BESE) Division
KAUST Catalysis Center (KCC)
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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.
CitationDu 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.
SponsorsThis 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.
PublisherThieme Publishing Group