Artigo Revisado por pares

Highly Enantioselective Isomerization of 4,7-Dihydro-1,3-dioxepins Catalyzed by Me-DuPHOS-Modified Dihalogenonickel Complexes and Determination of the Absolute Configuration of the Isomerization Products

2001; Wiley; Volume: 40; Issue: 1 Linguagem: Inglês

10.1002/1521-3773(20010105)40

ISSN

1521-3773

Autores

H. Frauenrath, Dirk Brethauer, S. Reim, Martin Maurer, Gerhard Raabe,

Tópico(s)

Organometallic Complex Synthesis and Catalysis

Resumo

A breakthrough in the asymmetric isomerization of 4,7-dihydro-1,3-dioxepins 1 was achieved by using DuPHOS-modified dihalogenonickel complexes such as 4 as catalyst precursors. The absolute configurations of the isomerization products were determined by transforming 2 into 2-hydroxy-γ-butyrolactone 3 and 1,2,4-butanetriol through a new oxidation-ring contraction sequence. The relative configuration of the oxidation product 5 was established by crystal structure analysis.

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