Allylic Strain as a Stereocontrol Element in the Hydrogenation of 3-Hydroxymethyl-cyclohex-3-en-1,2,5-triol Derivatives. Synthesis of the Carbasugar Pseudo-2-deoxy-α-D-glucopyranose.
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.04.078
Abstract: By adaptation of a literature method developed in the glucose series and standard protecting group manipulations a 2-deoxy-D-glucose derivative is converted to a series of 1R,2R,5R-3-hydroxymethyl-cyclohexen-1,2,5-triol derivatives whose reduction to the corresponding diastereomeric D-gluco and… read more here.
Keywords: carbasugar pseudo; pseudo deoxy; hydroxymethyl; allylic strain ... See more keywords
Modulating Conformational Preferences by Allylic Strain toward Improved Physical Properties and Binding Interactions
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DOI: 10.1021/acsomega.2c00510
Abstract: The preference of the axial over the equatorial orientation of 2-substitutent for both phenyl-1-piperidines and N-acylpiperidines is studied at the M06-2X level of theory. For phenyl-1-piperidines, the axial 2-substituent is modestly favored over the equatorial… read more here.
Keywords: strain toward; modulating conformational; toward improved; conformational preferences ... See more keywords