A new, highly stereoselective approach to pyrrolidines via overall 5-endo-trig cyclisations of homoallylic tosylamides
Chemical CommunicationsPublished 1 January 1996
Andrew D. Jones, David W. Knight
Citations32
SJR quartileQ1
SJR score1.04
SNIP0.78
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TL;DR
Iodocyclisations of E-homoallylic tosylamides 7 lead to excellent yields of either 2,5-trans-or 2, 5-cis-3-iodopyrrolidines (10 or 11), depending upon the reaction conditions.
Abstract
A. D. Jones and D. W. Knight, Chem. Commun., 1996, 915 DOI: 10.1039/CC9960000915
Keywords
Chemistry
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