Cation-π control of regiochemistry of intramolecular Schmidt reactions en route to bridged bicyclic lactams

Journal of the American Chemical Society

Volumn 129, Issue 10, 2007, Pages 2766-2767

  Yao, Lei ^a   Aubé, Jeffrey ^a  

^a UNIVERSITY OF KANSAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CATION; LACTAM DERIVATIVE; QUINUCLIDONE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CONFORMATION; MOLECULAR DYNAMICS; STEREOCHEMISTRY; THERMODYNAMICS;

CATIONS; ELECTRONS; HETEROCYCLIC COMPOUNDS, BRIDGED-RING; LACTAMS;

EID: 33947196212     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja068919r     Document Type: Article

References (22)

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22. 4 provided compound 9b as a single product in 92% yield, suggesting that the regiochemistry of the reaction is Lewis acid-dependent. Further work to examine this point is in progress.