The octant rule. XX : Synthesis and circular dichroism of (1 [formula omitted],5 [formula omitted])-dimethyladamantan-2-one - predicted to have zero cotton effect

The octant rule. XX : Synthesis and circular dichroism of (1 [formula omitted],5 [formula omitted])-dimethyladamantan-2-one - predicted to have zero cotton effect

The title compound was synthesized in optically active form from adamantane. Although the methyl perturbers lie in the extended local symmetry planes of the carbonyl chromophore, and octant and quadrant rules therefore predict they should make no contributions to the Cotton effect (CE), weak negativ...

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Veröffentlicht in:Tetrahedron 1987, Vol.43 (21), p.4905-4916
Hauptverfasser: Lightner, David A., Van Toan, Vien
Format: Artikel
Sprache:eng
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Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
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container_end_page 4916
container_issue 21
container_start_page 4905
container_title Tetrahedron
container_volume 43
creator Lightner, David A.
Van Toan, Vien
description The title compound was synthesized in optically active form from adamantane. Although the methyl perturbers lie in the extended local symmetry planes of the carbonyl chromophore, and octant and quadrant rules therefore predict they should make no contributions to the Cotton effect (CE), weak negative CEs are found in cyclopentane ▪ and in CF 3CH 2OH ▪ solvents.
doi_str_mv 10.1016/S0040-4020(01)87672-9
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subjects Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
title The octant rule. XX : Synthesis and circular dichroism of (1 [formula omitted],5 [formula omitted])-dimethyladamantan-2-one - predicted to have zero cotton effect
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