Rearrangements of carbocations: Stereochemistry and mechanism

W Kirmse - In Memory of HL Meerwein, 2006 - Springer
Molecular rearrangements have attracted the attention of organic chemists for more than a
century. At first rearrangements appeared to undermine the foundations of structural …

Stable carbonium ions. CX. 1, 2-Dimethylnorbornyl cation

GA Olah, JR DeMember, CY Lui… - Journal of the American …, 1971 - ACS Publications
With combined techniques of 13C and nmr and Raman spectroscopy, the stable 1, 2-
dimethylnorbornyl cation (I) is shown to be the first well-characterized example of a partially …

Absolute configuration assignment of norcamphor-derived furyl hydroperoxide using density functional theory calculations of optical rotation and vibrational circular …

A Lattanzi, A Scettri, R Zanasi, FJ Devlin… - The Journal of …, 2010 - ACS Publications
Density functional theory (DFT) calculations of sodium d line specific rotation and of
vibrational circular dichroism (VCD) have been used to assign the absolute configuration of …

Synthesis of a renewable hydroperoxide from (+)-norcamphor: influence of steric modifications of the bicyclic framework on asymmetric sulfoxidation

A Lattanzi, P Iannece, A Scettri - Tetrahedron: Asymmetry, 2004 - Elsevier
A renewable tertiary hydroperoxide has been efficiently synthesized in 83% overall yield
starting from commercially available (+)-endo-2-norborneol. This oxygen donor, derived …

Structural effects in solvolytic reactions. 27. Solvolysis of the exo-and endo-1, 2-diphenyl-2-norbornyl and-1, 2-dimethyl-2-norbornyl p-nitrobenzoates and chlorides …

HC Brown, M Ravindranathan, CG Rao… - The Journal of …, 1978 - ACS Publications
exo-and endo-1, 2-diphenyl-and-l, 2-dimethyl-2-norbornyl p-nitrobenzoates were
synthesized and their rates of solvolysis determinedin 80% aqueous acetone. The tertiary …

Ion-pair return associated with solvolysis of oxygen-18-labeled 1, 2-dimethyl-exo-2-norbornyl p-nitrobenzoate

HL Goering, K Humski - The Journal of Organic Chemistry, 1975 - ACS Publications
Solvolysis ofl, 2-dimethyl-exo-2-norbornyl p-nitrobenzoate (I-OPNB) in 90% aqueous
acetoneinvolves exclu-sive alkyl-oxygen cleavage and is accompanied by ion-pair return …

[PDF][PDF] Acid-catalyzed hydrolysis of bridged bi-and tricyclic compounds. XXVIÏ An application of excess acidity method to the norbornyl cation problem

M Lajunen, M Himottu - Acta chemica scandinavica (1989), 1989 - actachemscand.org
Hydrolysis rates and products of exo-and endo-2-phenoxynorbornanes have been studied
in concentrated aqueous perchloric acid solutions. The activation parameters, solvent …

Stereochemistry of allylic rearrangements. 17. Acid-catalyzed rearrangement of exo-and endo-bicyclo [3.2. 1] oct-3-en-2-ol

HL Goering, JC Vlazny - Journal of the American Chemical …, 1979 - ACS Publications
The acid-catalyzed rearrangement of exo- and e «rfo-bicyclo [3.2. 1] oct-3-en-2-ol (2-OH) in
33.3% aqueous acetone results in interconversion of enantiomers (racemization) and exo íí …

Flexible Synthetic Approach to a (S)‐Norcamphor‐Based Hydroperoxide: An Efficient Oxidant for Asymmetric Sulfoxidations

A Lattanzi, S Piccirillo, A Scettri - 2006 - Wiley Online Library
The renewable tertiary (S)‐norcamphor‐based hydroperoxide 3 has been efficiently
obtained by a simple 4‐step route. Remarkably, complete diastereocontrol was observed in …

[PDF][PDF] Развитие взглядов на механизм превращений а-пинена в условиях кислотного катализа

РМ Маркевич, АИ Ламоткин, ВМ Резников - 1987 - elib.belstu.by
Терпеноиды—обширный класс природных соединений. Важное ме сто среди них
занимают бициклические терпены, являющиеся основным компонентом эфирных …