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Use of 1,3-dibenzyl-dihydrouracil in the chain extension of 2,3-O-isopropylidene-d-glyceraldehyde

✍ Scribed by Fausta Ulgheri; John Bacsa; Luigi Nassimbeni; Pietro Spanu

Book ID
104252783
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
167 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

The aldol-type addition of 1,3-dibenzyl-dihydrouracil 2 to 2,3-O-isopropylidene-D-glyceraldehyde 3 was examined in different solvents and under Lewis acid catalysis in order to establish the stereochemical preferences. A stereodivergent synthesis of 5-trihydroxypropyl-dihydrouracil derivatives 4 and its C-5 epimer 5 was realized. The synthesis of ureido polyols 8 and 10 was obtained via the reductive ring opening of the templates 4 and 5.

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The publisher regrets that Scheme 1 was omitted from the above Paper. (1) Scheme 1 on page 86 of the above Paper should be changed to the following: (2) The formulae at the top of page 90 should be numbered 25 and 26, respectively.