Isosteres of natural phosphates. 11. Synthesis of a phosphonic acid analogue of an oligonucleotide
β Scribed by Adam Mazur; Burton E. Tropp; Robert Engel
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 644 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
## Abstract A general approach to isosteric phosphonate analogues of uloseβlβphosphates is described. A baseβcatalysed chain elongation __via__ a __Michael__ addition of 1βdeoxyβ1βnitroβsugars **4, 8**, and **16** to the vinylphosphonate **18** followed by hydrolysis of the nitro adducts gave the a
Obtained in five steps from N-acetylneuraminic acid (Neu5Ac) according to known procedures [3]. Zto and Ogawa indicate a ratio 12/13 of 1:4.1 [lo]. Such a neighbouring group participation [ 121 and particularly the formation of 6,8-dioxa[3.2.l]bicyclooctane structures similar to 15 have been describ