Stereochemistry of the formation of 2-alkyl-4,5-dimethyl-1,3,2-dioxaborinanes

Abstract

It is demonstrated with the help of ¹H and ¹³C NMR spectroscopy and GLC that the formation of the stereoisomers of 2-alkyl-4,5-dimethyl-1,3,2-dioxaborinanes from 2-methyl-1,3-butanediol and acyclic boric acid esters occurs stereospecifically. This conclusion was confirmed by calculations of the optimal geometries and relative energies of the molecules of the cis- and trans-isomers of model 4,5-dimethyl-1,3,2-dioxaborinanes and the proposed intermediate with a tetravalent boron atom using the method of molecular mechanics.

How to Cite
Kuznetsov, V. V.; Spirikhin, L. V. Chem. Heterocycl. Compd. 1998, 34, 367. [Khim. Geterotsikl. Soedin. 1998, 34, 400.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290734