Titanium(IV) isopropoxide-catalysed reaction of alkylmagnesium halides with ethyl acetate in the presence of styrene. Non-hydride mechanism of ligand exchange in the titanacyclopropanes

✍ Scribed by Oleg L. Epstein; Andrei I. Savchenko; Oleg G. Kulinkovich

• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 203 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)01177-6

✦ Synopsis

The dependence of the yields of (E)-l-methyl-2-phenyl-l-cyclopropanol O) on the structure of the organomagnesium compounds and reagents ratio in the reaction of ethyl acetate with Grignard reagents, in the presence of styrene and catalytic amounts of Ti(OPr~4, has been investigated. Butylmagnesium bromide has been found to be the most suitable organomagnesium for the preparation of 3 by this method. The use of (CD3)2CHMgBr for the generation of the titanacyclopropane intermediates led to the formation of 3. This result disagreed with the hydride mechanism of the ligand exchange for 2-phenyltitanacyclopropane (4) formation.