Institute Of Organic Chemistry C D Nenitzescu Of The Romanian Academy Splaiul Independentei Bucharest Romania

Făurei, Romania

Institute Of Organic Chemistry C D Nenitzescu Of The Romanian Academy Splaiul Independentei Bucharest Romania

Făurei, Romania

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Dragu E.A.,Institute Of Organic Chemistry C D Nenitzescu Of The Romanian Academy Splaiul Independentei Bucharest Romania | Naubron J.-V.,Spectropole Optical and CD Spectroscopies Service D1 Marseille France | Hanganu A.,Institute Of Organic Chemistry C D Nenitzescu Of The Romanian Academy Splaiul Independentei Bucharest Romania | Razus A.C.,Institute Of Organic Chemistry C D Nenitzescu Of The Romanian Academy Splaiul Independentei Bucharest Romania | Nica S.,Institute Of Organic Chemistry C D Nenitzescu Of The Romanian Academy Splaiul Independentei Bucharest Romania
Chirality | Year: 2015

A convenient enantioselective approach for the pinacol coupling of 1-acetylazulene involving easily accessible (R)- or (S)-BINOLs as chiral additive is reported. This supposes the preformation of the chiral titanium-BINOL complex in 1:2 ratio and subsequent reduction with zinc when, 2,3-di(azulen-1-yl)butane-2,3-diol can be isolated in around 60% enantiomeric excess. The absolute configuration of the isolated enantiomers was assigned by comparison of the experimental and Boltzmann-weighted calculated VCD and ECD spectra and assigned as (+)-(2S;3S)-di(azulen-1-yl)butane-2,3-diol. © 2015 Wiley Periodicals, Inc.

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