Conformation of acetate derivatives of sugars and other cyclic alcohols. Crystal structures, NMR studies, and molecular mechanics calculations of acetates. When is the exocyclic CO bond eclipsed?.
A study of published crystal structures (of O-acetylated sugars for the most part) suggests that the exocyclic C−O bond in acetate esters of cyclic alcohols intrinsically prefers a staggered conformation, although the eclipsed conformation is only slightly less stable. When the acetate is flanked by...
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2005
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| Online Access: | http://hdl.handle.net/10725/10380 http://dx.doi.org/10.1021/jo048295c http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php https://pubs.acs.org/doi/abs/10.1021/jo048295c |
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