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Reference
- Direct geminal dimethylation of ketones and exhaustive methylation of carboxylic acid chlorides using dichlorodimethyltitanium
- Direct geminal dimethylation of ketones and exhaustive methylation of carboxylic acid chlorides using dichlorodimethyltitanium. Reetz, Manfred T.; Westermann, Juergen; Kyung, Suk Hun (Fachbereich Chem.Except for chemicals metioned above, 66165-06-8 is also used., Univ. Marburg, Marburg D-3550, Fed. Rep. Ger.). Chem. Ber., 118(3), 1050-7 (English) 1985. CODEN: CHBEAM. ISSN: 0009-2940. DOCUMENT TYPE: Journal CA Section: 21 (General Organic Chemistry) The reaction of ketones with an excess of Me2TiCl2 leads to the replacement of the carbonyl oxygen atom by two Me groups. This mild method of direct geminal dimethylation involves Grignard-type addn. followed by formation of tertiary carbocations which are captured by methyltitanium species. Addnl. functional groups such as primary alkyl chlorides, thioethers, aroms., ethers, and esters are tolerated, but not thioketals. The procedure has been applied to the synthesis of (±)-cuparene. Similarly, carboxylic acid chlorides are converted to tert-Bu derivs. There are some commonly used reagents like 98-86-2 in this article. ..


