A new alternative to the Mannich reaction: Tandem radical addition-cyclization reaction for asymmetric synthesis of γ-butyrolactones and β-amino acids

Organic Letters

Volumn 2, Issue 25, 2000, Pages 4071-4073

  Miyabe, Hideto ^a   Fujii, Kayoko ^a   Goto, Takuya ^a   Naito, Takeaki ^a  

^a KOBE PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001121650     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006716g     Document Type: Article

References (39)

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12. Unpublished results.
13. The intermolecular tandem radical addition-addition approach using three components such as acrylate, aldoxime ether, and alkyl radical was difficult to achieve, due to the low intermolecular reactivity of a resonance-stabilized radical, generated by the initial addition of alkyl radical to acrylate, toward aldoxime ether.
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32. See the Supporting Information for details on the preparation of 1A, 1B, and 4 and experimental procedures.
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39. The absolute configuration of major product 2Aa was determined by its NOESY spectrum. Stereochemical purity of the major product was checked by converting 2Aa into MTPA-amide derivative. See the Supporting Information.