111137-99-6Relevant articles and documents
Assignment of the absolute configuration of β-chiral primary alcohols by NMR: Scope and limitations
Latypov, Shamil K.,Ferreiro, María J.,Qui?oá, Emilio,Riguera, Ricardo
, p. 4741 - 4751 (1998)
The prediction of the absolute configuration of β-chiral primary alcohols from the 1H NMR spectra of their esters with (R)- and (S)- 9-anthrylmethoxyacetic acids (9-AMA, 3) is discussed. Low-temperature NM experiments, MM, semiempirical, ab initio, and aromatic shielding effect calculations allowed the identification of the main conformers and showed that, in all alcohols for which the calculated ΔE(ag) (CVff) is in the range of 0.7-1.5 kcal/mol, conformer a/a is the most stable. A simple model for the assignment of the absolute configuration from NMR data is presented and its reliability corroborated with alcohols (8-20) of known configuration. Nevertheless, cyclic alcohols 21-23 have much higher ΔE(ag) values (2.2-3.1 kcal/mol) due to their different conformational composition, and their absolute configuration cannot be reliably predicted by this method.
Application of modified Mosher's method for primary alcohols with a methyl group at C2 position.
Tsuda, Masashi,Toriyabe, Yuki,Endo, Tetsuya,Kobayashi, Jun'ichi
, p. 448 - 451 (2007/10/03)
The absolute configurations of a series of primary alcohols possessing a branched methyl group at C2 position were examined on the basis of a modified Mosher's method proposed by Minale et al. It was revealed that in many cases the absolute configurations
Structures and Stereochemistries of New Compounds Related to Alternaric Acid
Tabuchi, Hiroyasu,Ichihara, Akitami
, p. 125 - 134 (2007/10/02)
Three alternaric acid-related compounds, viz., 10-deoxyalternaric acid 2, 10-deoxy-6,19-dihydroalternaric acid 3, and 10-deoxy-6,8,9,19-tetrahydroalternaric acid 4, have been isolated from Alternaria solani which is a causal fungus of early blight disease