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

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.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11563/17656
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