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Stereoselective access to trans-2,5-disubstituted pyrrolidine derivatives by nucleophilic addition to bicyclic N-Acyliminium ion

✍ Scribed by Hamid Dhimane; Corinne Vanucci; Gérard Lhommet

Book ID: 104256472
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 185 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00099-3

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✦ Synopsis

5-Alkoxy-pyrroloxazolidin-3-ones 1 were stereoselectively prepared from (S)-pyroglutamic acid. Treatment of I with a Lewis acid generated in situ the N-aeyliminium 2, which was trapped by various n-nueleophiles leading selectively to trans pyrrolidine derivatives 3.

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