Dimethyldioxirane in organometallic chemistry. II. An improved procedure for the oxidative decomplexation of Fischer carbene complexes

✍ Scribed by Anna-Maria Luch; Lurdes Jordi; Francisco Sánchez-Baeza; Susagna Ricart; Francisco Camps; Angel Messeguer; Josep M. Moretó

• Publisher: Elsevier Science
• Year: 1992
• Tongue: French
• Weight: 146 KB
• Volume: 33
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)79588-8

✦ Synopsis

Treatment of Fischer carbene complexes 1 with dimethyldioxirane affords good conversion yields of the ccaresponding 0x0 derivatives 2, in a clean and highly chemoselective. reaction.

Fischer carkne complexes 1 have found numerous applications in organic synthesis, speciaily promoting multicomponent cycloadditions in the synthesis of natural compounds 2-4 . The last step of the synthetic strategy involves the release of the organic moiety from tbe carbene complex by an oxidative process. Although a variety of reagents for performing this decomplexation, such as DMSO, aqueous Ce (IV) or amine oxides, have been used 5, it appears that their efficiency hugely depends on the elcctmnic and steric features of the carbene complex. In this context, our recent report on the use of dimethyldioxirane (DMD), a versatile