✦ LIBER ✦

The chemistry of cyclic enaminoketones. I. C vs O-methylation; Steric and solvent effects

✍ Scribed by A.I. Meyers; A.H Reine; R. Gault

Publisher: Elsevier Science
Year: 1967
Tongue: French
Weight: 184 KB
Volume: 8
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)89735-5

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✦ Synopsis

The alkyIation of enaminoltetones, I. warr reported by Leonad and Adamcik 1.2 to give rise too-alkylated salts, II. The latter was found to be readily displaced by nucleophiles (amines, thiola, etc. ) at the ring carbon to give a variety of substituted iminium salts, III. Ia a program a-d at studying the chemistry of e-inoketones, we have examined the reaction of the cisoid system.

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The 'H-and "C-n.m.r. spectra of seven in&lo1 methyl ethers were recorded and assigned. They were classified into five types, and the effect of 0methyl&ion on the chemical shifts of each type is discussed. NOTE ADDED IN PROOF Type F, not encountered in our work, occurs in 1,6-anhydro-3-O-methyl-& D