Radical cyclization approach to synthesis of enantiopure proline derivatives

beta-Amino alcohols possessing a vinylsilane functionality were transformed into bicyclic derivatives via a diastereoselective 5-exo-trig radical cyclization. Straightforward transformation led to enantiopure proline derivatives.

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Bibliographic Details
Published inSynlett no. 7; pp. 1058 - 1060
Main Authors Agami, C, Comesse, S, Guesne, S, Kadouri-Puchot, C, Martinon, L
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 02.06.2003
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ROUTE
ACID
ENANTIOSELECTIVE SYNTHESIS
PYRROLIDINES
HETEROCYCLES
beta-amino alcohols
TRIS(TRIMETHYLSILYL)SILANE
GENERATION
diastereoselective radical cyclization
proline derivatives
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Summary:beta-Amino alcohols possessing a vinylsilane functionality were transformed into bicyclic derivatives via a diastereoselective 5-exo-trig radical cyclization. Straightforward transformation led to enantiopure proline derivatives.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-39289