ISSN:
0021-8383
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
Determination of Configurations by the Aid of Sterically Corresponding Epoxides. VIII. Glycidic Nitriles. I. Synthesis of 4-Aryl-1-oxaspiro(2,5)octane-2-nitriles and 4-Aryl-1-oxaspiro(2,5)octane-2-carboxylic Acid Methyl EstersThe condensation of 2-aryl-cyclohexan-1-ones (1-5) with ClCH2CN or ClCH2CO2CH3 at 80°C in the presence of NaH and in dimethoxyethane yields the corresponding glycidic nitriles and the glycidic esters, respectively. The configuration and the preferred conformation of the two isomeric 1-oxaspiro-[2,5]octane derivatives (12 A and 12 B) formed have been determined by 1H-n.m.r. spectroscopy. Some earlier results from BOEKELHEIDE and SCHILLING and from SCHWARTZMAN and WOODS have been corrected.
Zusätzliches Material:
1 Tab.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/prac.19833250406
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