1972
DOI: 10.1021/ja00781a074
|View full text |Cite
|
Sign up to set email alerts
|

Synthesis and structure determination of a thermally labile anti-alkyl aryl ketoxime

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1

Citation Types

1
11
0

Year Published

1973
1973
2017
2017

Publication Types

Select...
7
1

Relationship

0
8

Authors

Journals

citations
Cited by 28 publications
(12 citation statements)
references
References 0 publications
1
11
0
Order By: Relevance
“…-Halogeno-oximes may react with nucleophiles either by inversion [13,14] or possibly by retention [15,16] of the oxime geometry. In our hands, the reaction led exclusively to (E)-12, as indicated by the 1 H NMR spectrum of the crude product, but the excess of dithiane 14 could not be removed by crystallization, because compounds 12 and 14 behaved similarly under the conditions of recrystallization, and the low solubility of the condensation product 12 impeded puri®cation by CC.…”
Section: Resultsmentioning
confidence: 99%
“…-Halogeno-oximes may react with nucleophiles either by inversion [13,14] or possibly by retention [15,16] of the oxime geometry. In our hands, the reaction led exclusively to (E)-12, as indicated by the 1 H NMR spectrum of the crude product, but the excess of dithiane 14 could not be removed by crystallization, because compounds 12 and 14 behaved similarly under the conditions of recrystallization, and the low solubility of the condensation product 12 impeded puri®cation by CC.…”
Section: Resultsmentioning
confidence: 99%
“…Chemicals and all solvents used in this study were purchased from Merck AG and Aldrich Chemical.The desired 2-(1H-imidazol-1-yl)-2Ј-hydroxyacetophenones 4 [13], (Z )-3-bromo-2,3-dihydro-4H-1-benzopyran-4-one oxime 9 [17], and O-(arylmethyl)hydroxylamine · HCl 8 [18] were prepared according to the literature. All melting points were determined with a Kofler hot stage apparatus and are uncorrected.…”
Section: Chemistrymentioning
confidence: 99%
“…Synthesis of the previously unknown anti isomer via solvolysis of syn-cc-bromoacetophenone oxime to antic~-morpholinoacetophenone oxime and subsequent conversion to (I) has been reported (Smith et al, 1972). In light of past misassignments of the stereochemistry of this oxime, an X-ray structure determination was undertaken.…”
Section: Introductionmentioning
confidence: 99%
“…In light of past misassignments of the stereochemistry of this oxime, an X-ray structure determination was undertaken. A preliminary report was published with the synthesis (Smith et al, 1972).…”
Section: Introductionmentioning
confidence: 99%