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

Guang-Fen Du, Ying Wang, Fen Xing, Mei Xue, Xu-Hong Guo, Kuo-Wei Huang, Bin Dai

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8 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)79-84
Number of pages6
JournalSynthesis
Volume48
Issue number01
DOIs
StatePublished - Nov 4 2015

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
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.

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