Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 12, Pages 8142-8148Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01023
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Funding
- Kato Memorial Bioscience Foundation
- JSPS KAKENHI [JP19K23637, JP20K15288]
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The asymmetric 1,3-dipolar cycloaddition of glycine imino esters to 1-propene-1,3-sultone or sulfocoumarins is described. The reaction was efficiently catalyzed by Cu-(MeCN)(4)BF4/DTBM-Segphos or Cu(MeCN)(4)BF4/tBu-FcPhox at room temperature to afford fused pyrrolidines as single regioisomers with excellent diastereoselectivity and enantioselectivity. The broad substrate scope of this reaction provides convenient access to structurally diverse multisubstituted pyrrolidines in an optically pure fashion.
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