Catalytic asymmetric synthesis of piperidine derivatives through the [4 + 2] annulation of imines with allenes

Journal of the American Chemical Society

Volumn 127, Issue 35, 2005, Pages 12234-12235

  Wurz, Ryan P ^a   Fu, Gregory C ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALLENE DERIVATIVE; IMINE; PIPERIDINE DERIVATIVE;

ANALYTIC METHOD; ANNULATION REACTION; ARTICLE; ASYMMETRIC CATALYSIS; CHIRALITY; DERIVATIZATION; ENANTIOSELECTIVITY; ORGANIC CHEMISTRY; REACTION ANALYSIS; SYNTHESIS;

EID: 24644437269     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja053277d     Document Type: Article

References (37)

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26. If R is an electron-rich aromatic group, the annulation proceeds sluggishly (but with high stereoselectivity).
27. 3 as the catalyst, enolizable imines are not suitable substrates for the annulation reaction (ref 8). Under our standard conditions, catalyst 1 is also ineffective for this family of compounds.
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