Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone

Xinfang Xu; Xichen Xu; Peter Y Zavalij; Michael P Doyle

doi:10.1039/c3cc41119b

Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone

Chem Commun (Camb). 2013 Apr 7;49(27):2762-4. doi: 10.1039/c3cc41119b.

Authors

Xinfang Xu¹, Xichen Xu, Peter Y Zavalij, Michael P Doyle

Affiliation

¹ Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA.

Abstract

A highly diastereoselective formal [3+2+1]-cycloaddition reaction that produces multi-functionalized bicyclic pyrazolidinone derivatives is achieved in moderate to high yield by Rh2(4S-MPPIM)4-catalyzed reaction of azomethine imines with two molecules of a diazo ketone.

Publication types

Research Support, N.I.H., Extramural

MeSH terms

Azo Compounds / chemistry*
Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
Catalysis
Imines / chemistry*
Ketones / chemistry*
Molecular Structure
Rhodium / chemistry*
Stereoisomerism
Thiosemicarbazones / chemistry*

Substances

Azo Compounds
Bridged Bicyclo Compounds, Heterocyclic
Imines
Ketones
Thiosemicarbazones
azomethine
Rhodium

Abstract

Publication types

MeSH terms

Substances

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