3-Hydroxy-2-hydroxymethyl pyrrolidine

A rather unusual, and quite specific, Mannich reaction occurs when the pyrrolo[3,2- pyrimidine 14 undergoes reaction with (3i, 4i )-3-hydroxy-4-(hydroxymethyl)pyrrolidine IS and formaldehyde to produce the pseudonucleoside 16 (Scheme 2) <2003OL3639>. 

Dihydroxy-5- ( hydroxymethyl)-l-pyrrolidineethanol. 2,5-Imino-2,5,6-tri-deoxyheptitol. 3,4-Dihydroxy-2-(2-hydroxy ethyl) -5-( hydroxymethyl) pyrrolidine... 

Naturally occurring and synthetic polyhydroxylated pyrrolidine and piperidines have recently received considerable attention due to their biological activities. Barco has used tandem Michael-Henry reactions to synthesize 2-hydroxymethyl-3-hydroxy-4-nitro-pyrrolidines, from which the nitro group is removed to give the natural product, trans 2-hydroxymethyl-3-hy-droxypyrrolidine (Eq. 7.72).91... 

Two new pyrrolidine alkaloids, radicamines A (16) and B (17) [characterized as (2,5,35,45,55)-2-hydroxymethyl-3,4-dihydroxy-5-(3-hydroxy-4-methoxyphenyl)-pyrrolidine and (25,35,45,55)-2-hydrox-ymethyl-3,4-dihydroxy-5-(4-hydroxyphenyl)-pyrrolidine, respectively] were isolated from Lobelia chinensis Lour, (family Campanulaceae) by Shibano et al. the present investigators also demonstrated both the... 

In a similar manner, intramolecular cyclization of the O-stannyl ketyl derivatives 201 and 206, generated from the oxazolyl aldehydes 200 and 205, provides a facile method for the chiral synthesis of 3-hydroxy-2-(hydroxymethyl)-5-substimted-pyrrolidines 202 and 203 and the piperidine analogues 207 and 208 that can be successfully transformed into naturally occurring amino alcohols, (+)-bulgecinine 204 and (—)-desoxoprosopinine 209, respectively (Fig. 

Hydroxy-5-methylhydantoiu, 252 Hydroxymethyl ketones, 5 23 (2S, 2 S)-2-Hydroxymethyl-l-[(l-methyl-pyrrolidin-2-yl)methyl] pyrrolidine, 253... 

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