L. E. Craine, Laura K. Bicknell, Renee C. Mailloux
Feb 1, 1993
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0
Influential Citations
3
Citations
Journal
Journal of Organic Chemistry
Abstract
The 2,4-dinitrobenzenesulfenate esters 2a-v of 11 acyclic aliphatic and 11 benzylic chiral secondary alcohols of known configuration were synthesized, and their sodium D line optical rotations and CD spectra were determined. The sign of the sodium D line rotations of the derivatives was consistently correlated with the absolute configuration of the carbinol carbon in the original alcohols. The CD spectra exhibited optically active transitions in the 320-400-nm region that corresponded in sign to the sodium D line optical rotations and were strong enough to dominate the sign of rotation at the sodium D line