Influence of quaternization or coordination of nitrogen with a Lewis acid upon the diastereoselectivity of 5-exo ring closure of β-aminoalkyl radicals

Tetrahedron

Volumn 54, Issue 42, 1998, Pages 12829-12840

  Bertrand, M P ^a   Gastaldi, S ^a   Nouguier, R ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; BORANE DERIVATIVE; NITROGEN; PYRROLIDINE DERIVATIVE; QUATERNARY AMMONIUM DERIVATIVE; RADICAL; SULFONE; TERTIARY AMINE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLIZATION; DIASTEREOISOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0032532588     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00772-8     Document Type: Article

References (22)

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7. 2Ts was difficult tc assign in this case). The order of elution on silica gel (the cis isomer being eluted first) which is characteristic in a series of analogous pyrrolidines confirmed these assignments. Though the overall yields did not exceed 68%, the variation of the d.e. values, measured on the isolated products, is significant in the series.
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