Neighboring Group Participation in Solvolysis. VII. Trifluoroacetolysis of ω-Phenylalkyl 6-Methyl-2-naphthalenesulfonates
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چکیده
منابع مشابه
Lithiation and Substitution of N′-(ω-Phenylalkyl)-N,N-dimethylureas
Lithiation of N′-phenethyl-N,N-dimethylurea with three equivalents of tert-butyllithium in anhydrous tetrahydrofuran at –78 °C takes place on the nitrogen and on the side-chain of the CH2 next to the phenyl ring (α-lithiation). The 2-lithio isomer can be obtained via bromine–lithium exchange of N′-2-(2-bromophenyl)ethyl-N,N-dimethylurea using methyllithium followed by tertbutyllithium in tetrah...
متن کاملNeighboring-group participation by C-2 ether functions in glycosylations directed by nitrile solvents.
Ether-protecting functions at C-2 hydroxy groups have been found to play participating roles in glycosylations when the reactions are conducted in nitrile solvent mixtures. The participation mechanism is based on intramolecular interaction between the lone electron pair of the oxygen atom of the C-2 ether function and the nitrile molecule when they are positioned in a cis configuration. A 1,2-c...
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The first psico-oxetanocin analogue of the powerful antiviral natural product, oxetanocin A, has been readily synthesized from cis-2-butene-1,4-diol. Key 2-methyleneoxetane precursors were derived from β-lactones prepared by the carbonylation of epoxides. F(+)-mediated nucleobase incorporation provided the corresponding nucleosides in good yield but with low diastereoselectivity. Surprisingly, ...
متن کاملAllylic Cations in Solvolysis . A Case of Non - Participation
The rate constants and secondary deuterium Isotope ef'fects are measured in the solvo'lysis of various allyHc p-nitrobenzoates. The obtained results are explained by differences in inductive effects o>f vardous groups in the side-chain. These results are in keeping with the stepwise mechanism according to which neighboiring group nand n-paxticiipation is not revealed in the studied solvCJ!lytic...
متن کامل2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1)
The title compound, 0.75C(15)H(14)N(2)O·0.25C(15)H(14)N(2)O, is a co-crystal of 2-methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol as the major component and 2-methyl-6-(5-methyl-1H-benz-imidazol-2-yl)phenol as the minor component. The refined site-occupancy ratio is 0.746 (4)/0.254 (4). The conformations of both components are identical except for that of the methyl substituent on the benzene ri...
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ژورنال
عنوان ژورنال: Bulletin of the Chemical Society of Japan
سال: 1978
ISSN: 0009-2673,1348-0634
DOI: 10.1246/bcsj.51.219