A straightforward synthesis of (2S,3R)-3-hydroxyproline and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine

DOI: 10.1016/0957-4166(95)00434-3

Source and publish data:

Tetrahedron Asymmetry p. 181 - 188 (1996)

Update date:2022-08-02

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Authors:

Dell'Uomo, Natalina

Di Giovanni, Maria Cristina

Misiti, Domenico

Zappia, Giovanni

Delle Monache, Giuliano

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Article abstract of DOI:10.1016/0957-4166(95)00434-3

A stereocontrolled synthesis of (2S,3R)-3-hydroxyproline 1, and trans-(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine 2 has been achieved in 21% and 38% yield via the homochiral 4,5-disubstituted oxazolidin-2-one 3. The trans relationship in 2 has been introduced by a modified Mitsunobu reaction.

Full text of DOI:10.1016/0957-4166(95)00434-3

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Product name:(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-3,5-pentandiol

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