An Efficient Synthesis of a New Series of Acyclonucleosides Starting from β-Amino Alcohols
- 14 September 2000
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 65 (20) , 6666-6669
- https://doi.org/10.1021/jo000812d
Abstract
A series of new acyclonucleosides analogues 3 has been synthesized very efficiently in three steps starting from β-amino alcohols 1. The key step of this process is a nucleophilic substitution with various nucleophiles on 2,2‘-anhydronucleosides 2. The chemo- and stereoselectivities of this reaction are discussed. AM1 calculations sustained the observed chemoselectivity.Keywords
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