A short synthesis of protected 3-deoxy-d-arabino-2-heptulosonates (DAH) from shikimic acid based on silyl group migration
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.11.045
Abstract: Abstract The reaction of (2 S ,3 S ,4 R )-2,3,4,7-tetrahydroxy-6-oxoheptanals with lower alcohols produced protected 3-deoxy- d - arabino -2-heptulosonates. The key transformation is based on an 1,4-O–O silyl group migration, followed by 6-… read more here.
Keywords: arabino heptulosonates; group migration; deoxy arabino; silyl group ... See more keywords
O,O-Silyl Group Migrations in Quinic Acid Derivatives: An Opportunity for Divergent Synthesis.
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DOI: 10.1021/acs.orglett.1c00755
Abstract: The O,O-silyl group migrations on a quinic acid-derived cyclitol have been studied, and the ease of migration was observed to be dependent on the silicon substituents and reaction conditions. Conditions were found to improve the… read more here.
Keywords: quinic acid; silyl group; migrations quinic; group migrations ... See more keywords