共 4 条
Palladium-catalyzed stereoselective decarboxylative [4 + 2] cyclization of 2-methylidenetrimethylene carbonates with pyrrolidone-derived enones: Straightforward access to chiral tetrahydropyran-fused spiro-pyrrolidine-2,3-diones
被引:0
|作者:
Ke Zhang
[1
,2
,3
]
Sheng Zuo
[2
,3
]
Pengyuan You
[2
,3
]
Tong Ru
[2
,3
]
FenEr Chen
[1
,4
,2
,3
]
机构:
[1] Key Laboratory of Natural Medicines of the Changbai Mountain, Ministry of Education, College of Pharmacy, Yanbian University
[2] Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University
[3] Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs
[4] College of Chemistry and Chemical Engineering, Jiangxi Normal
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中图分类号:
O621.251 [];
学科分类号:
摘要:
A novel asymmetric [4 + 2] cycloaddition of 2-methylidenetrimethylene carbonate with pyrrolidonederived enones has been achieved to produce the functionalized tetrahydropyran-fused spirocyclic scaffolds via palladium-catalysis. An array of enantioenriched spiro-pyrrolidine-2,3-diones bearing adjacent quaternary and tertiary stereocenters are obtained in high yields with excellent enantioselectivities(up to 96% yield and 99% ee). The further transformation of the product has been accomplished for the construction of medical interesting β2,2-amino acids and β-lactams. Preliminary mechanistic research was well conducted.
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页码:305 / 308
页数:4
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