Superbases for organic synthesis
A review with 70 refs. LICKOR mixts. of organolithium reagents and bulky potassium alcoholates allow the smooth metalation and subsequent electrophilic substitution of low acidity hydrocarbons, in particular olefins. The allylpotassium intermediates exhibit peculiar conformational preferences which can be exploited in novel stereoselective carbon-carbon linking reactions. A few syntheses of simple natural products illustrate the method. A tentative explanation is given for the superior performance of LICKOR mixts. when compared with butylpotassium. [on SciFinder (R)]
CAN 110:56666 21-0 General Organic Chemistry Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz. Journal; General Review 0033-4545 written in English.
Record created on 2006-03-03, modified on 2016-08-08