The 5'-alkynylation of uridine-derived aldehydes is described. The addition of alkynyl Grignard reagents on the carbonyl group is significantly influenced by the 2',3'-di--protecting groups (R): -alkyl groups led to modest diastereoselectivities (65:35) in favor of the 5'-isomer, whereas -silyl groups promoted higher diastereoselectivities (up to 99:1) in favor of the 5'-isomer. A study related to this protecting group effect on the diastereoselectivity is reported.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5550804 | PMC |
| http://dx.doi.org/10.3762/bjoc.13.153 | DOI Listing |
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