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Diene(tricarbonyl)iron complexes linked to spirooxazolones for the synthesis of cyclopropyldihydroxyphenylalanine

✍ Scribed by Marc Schumacher; Laurence Miesch; Michel Franck-Neumann

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 149 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01312-1

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✦ Synopsis

Complexed cyclopropyl-3,4-dihydroxyphenylalanine (9 DOPA) were synthesized by diazomethane cyclopropanation of the appropriate diene(tricarbonyl)iron complexes linked to azlactones. Opening of the oxazolone ring by treatment with MeOH and DMAP gave the corresponding methyl esters. Introduction of the Boc group, cleavage of the carbamate with hydrazine provided Boc-protected cyclopropylogs of DL-dihydroxyphenylalanine.

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