By the use of a new axially chiral reagent, 2'-methoxy-l,l'-binaphthalene-2-carbohydroximoyl chloride (MBCC), chiral cyclic alkenes were stereoselectively derivatized into 4,5-dihydroisoxazoles. NOEs were observed between the protons of the reagent moiety and those of the alkene moiety in cycloadduc
NMR determination of the absolute configuration of chiral 1,2- and 1,3-diols
β Scribed by Hiroki Fukui; Yukiharu Fukushi; Satoshi Tahara
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 218 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Each of the chiral 1,2-and 1,3-diols examined was derivatized exclusively to a single diastereomeric acetal by the use of a new axially chiral reagent, 2%-methoxy-1,1%-binaphthalene-8-carbaldehyde (MBC). The absolute configuration of the original 1,2-and 1,3-diols was determined by the NOE correlation between the proton signals of the reagent moiety and those of the diol moiety in the acetals.
π SIMILAR VOLUMES
Highly stereoselective hydrogenation of dibenzoylmethane in the presence of [RuCI2 {(R)-biphemp}] [biphemp = 2,2'-bis(diphenylphosphino)-6,6'-dimethyl-l,l'-biphenyl], in ethanol-dichloromethane, gives enantiomerically pure (-)-1,3-diphenylpropane-1,3-diol (2) (70% yield); analysis of the CD spectra