Journal
ACS OMEGA
Volume 4, Issue 1, Pages 655-667Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acsomega.8b03049
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Funding
- Ministry of Science and Technology (MOST, Taiwan) [107-2113-M-194-008-MY3]
- Advanced Institute of Manufacturing with High-tech Innovations (AIM-HI) from The Featured Areas Research Center Program within the framework of the Higher Education Sprout Project by the Ministry of Education (MOE) in Taiwan
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An enantioselective domino Michael-Michael reaction of nitroolefins and 2-nitro-3-arylacrylates has been established, which provided a series of spirocyclopentane oxindoles with four consecutive stereocenters including quaternary alpha-nitro esters with good yields (up to 73%) and excellent enantioselectivities (up to 97% ee). The reaction was realized and optimized with the aid of a chiral squaramide-amine catalyst. The structures of 11 products were confirmed by single-crystal X-ray diffraction analysis.
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