Crotylations of alpha-carbonyl radicals with crotylstannane.
Electrophilic radicals undergo crotylation with crotylstannane with moderate to good efficiency. The reaction provides the syn isomer as the major product. The present methodology is complementary to Claisen protocols for the synthesis of gamma,delta-unsaturated carboxylic acid derivatives. Details of the new radical methodology are presented. [reaction: see text]
D002384:Catalysis; D002625:Chemistry, Organic; D005609:Free Radicals / Q000737:chemistry*; D007536:Isomerism; D055601:Organic Chemistry Phenomena; D017971:Tin Compounds / Q000737:chemistry*
D005609:Free Radicals; D017971:Tin Compounds; C469606:crotylstannane