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Chemo-, regio- and stereoselective Mitsunobu reaction of unprotected pyrimidine bases with hydroxypyrrolidines

✍ Scribed by Barbara Richichi; Stefano Cicchi; Ugo Chiacchio; Giovanni Romeo; Alberto Brandi

Book ID: 104251130
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 86 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00712-8

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✦ Synopsis

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.

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