A quick, simple, and reliable method to assign the absolute configuration of 1,2- and 1,3-diols: all that is needed is to measure the CD sign of the A band (250 nm) of their biphenyldioxolanes 1 (n = 0,1). The chirality of the diol induces a preferred sense of twist in the biphenyl moiety (R,R-M and S,S-P), and a positive A band (a probe of M twist) reveals an R or R,R configuration of the diol.
Induction of a Preferred Twist in a Biphenyl Core by Stereogenic Centers: a Novel Approach to the Absolute Configuration of 1,2- and 1,3-Diols
SUPERCHI, Stefano;CASARINI, Daniele;BAVOSO, Alfonso;ROSINI, Carlo
2001-01-01
Abstract
A quick, simple, and reliable method to assign the absolute configuration of 1,2- and 1,3-diols: all that is needed is to measure the CD sign of the A band (250 nm) of their biphenyldioxolanes 1 (n = 0,1). The chirality of the diol induces a preferred sense of twist in the biphenyl moiety (R,R-M and S,S-P), and a positive A band (a probe of M twist) reveals an R or R,R configuration of the diol.File in questo prodotto:
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