N-Heterocyclic-Carbene-Catalysed Diastereoselective Vinylogous Mukaiyama/Michael Reaction of 2-(Trimethylsilyloxy)furan and Enones

Wang, Ying; Du, Guang Fen; Xing, Fen; Huang, Kuo-Wei; Dai, Bin; He, Lin

Type

Article

Authors

Wang, Ying
Du, Guang Fen
Xing, Fen
Huang, Kuo-Wei

Dai, Bin
He, Lin

KAUST Department

Biological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division

Date

2015-10-15

Online Publication Date

2015-10-15

Print Publication Date

2015-12

Permanent link to this record

http://hdl.handle.net/10754/594176

Metadata

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Abstract

N-heterocyclic carbenes have been utilised as highly efficient nucleophilic organocatalysts to mediate vinylogous Mukaiyama/Michael reactions of 2-(trimethylsilyloxy)furan with enones to afford γ-substituted butenolides in 44-99% yield with 3:1-32:1 diastereoselectivity. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Wang Y, Du G-F, Xing F, Huang K-W, Dai B, et al. (2015) N-Heterocyclic-Carbene-Catalysed Diastereoselective Vinylogous Mukaiyama/Michael Reaction of 2-(Trimethylsilyloxy)furan and Enones. Asian J Org Chem 4: 1362–1365. Available: http://dx.doi.org/10.1002/ajoc.201500348.