The Vinylogous Wolff Rearrangement Catalyzed with RhII Complexes | Zendy

Shahrokh Motallebi | Zendy; Paul Müller | Zendy

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The Vinylogous Wolff Rearrangement Catalyzed with RhII Complexes

Author(s) -

Shahrokh Motallebi,

Paul Müller

Publication year - 1992

Publication title -

chimia international journal for chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.387

H-Index - 55

eISSN - 2673-2424

pISSN - 0009-4293

DOI - 10.2533/chimia.1992.119

Subject(s) - wolff rearrangement , catalysis , intramolecular force , chemistry , oxazoline , decomposition , medicinal chemistry , stereochemistry , organic chemistry , diazo

Decomposition of β,γ-unsaturated diazoketones has been investigated in the presence of Rh2(OAc)4 catalyst. These reactions produce exclusively the products of the vinylogous Wolff rearrangement with higher yields than CuII catalysts. Chiral catalysts such as tetrakis [methyl (S)-5-oxopyrrolidine-2-carboxylate]dirhodium(II) and CuI bis(oxazoline) complexes, which are effective catalysts for the inter and/or intramolecular cyclopropanations reactions, catalyze the vinylogous Wolff rearrangement to produce the expected products with low levels of enantioselectivity.

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