General synthesis of cyclopropenones and their acetals
1992; Elsevier BV; Volume: 48; Issue: 11 Linguagem: Inglês
10.1016/s0040-4020(01)88873-6
ISSN1464-5416
AutoresMasahiko Isaka, Satoshi Ejiri, Eiichi Nakamura,
Tópico(s)Click Chemistry and Applications
ResumoMetalated cyclopropenone acetals 5 react with a variety of electrophiles, including alkyl halides, carbonyl compounds, vinyl iodides, vinyl triflates, and aryl iodides, to give substituted cyclopropenone acetals in high yield. Hydrolysis of the acetal under acidic conditions gives the corresponding cyclopropenone. The reaction sequence has realized an efficient synthesis of an antibiotic penitricin (1).
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