Regioselektive Metallierung des Phenylcyclopropans sowie leichte Anlagerung des 1-Phenylcyclopropylkaliums an Äthylen
Whereas pentylsodium in pentane mainly promotes a hydrogen/metal exchange reaction at the m- and p-position of phenylcyclopropane (I), both BuLi-KOCMe3 and Me3SiCH2K in THF convert I into 1-phenylcyclopropylpotassium. The latter adds smoothly to ethylene at .apprx.-40 Deg. [on SciFinder (R)]
1980
63
8
2404
2410
CAN 94:174145
22-9
Physical Organic Chemistry
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in German.
74-85-1 Role: RCT (Reactant), RACT (Reactant or reagent) (addn. reaction of, with phenylcyclopropyl potassium); 873-49-4 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of); 865-47-4; 1822-71-5; 53127-82-5 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of phenylcyclopropane by, regioselectivity in); 98-83-9; 100-42-5; 100-80-1; 611-15-4; 622-97-9; 2039-93-2 Role: RCT (Reactant), RACT (Reactant or reagent) (methylation of); 77446-16-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and addn. reaction with ethylene); 2214-14-4P; 6921-43-3P; 19714-73-9P; 27546-46-9P; 50462-84-5P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 873-49-4 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective metalation of, with trimethylsilylmethyl potassium)
REVIEWED