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Chemo, regio and stereoselectivity in the reaction of p-bromobenzaldehyde with α-ethoxycrotyltributyltin

✍ Scribed by Gilles Dumartin; Michel Pereyre; Jean-Paul Quintard

Book ID
108383036
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
238 KB
Volume
28
Category
Article
ISSN
0040-4039

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✍ Barbara Richichi; Stefano Cicchi; Ugo Chiacchio; Giovanni Romeo; Alberto Brandi 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 86 KB

Unprotected pyrimidine bases were used in Mitsunobu reaction to afford in high yield new substituted pyrrolidines. The reaction is chemo-, regio-and stereoselective affording exclusively N-1 alkylated derivatives of (3S)-N-benzyl-3-hydroxypyrrolidine and (3S,4S)-N-benzyl-3,4-dihydroxypyrrolidine.