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Synlett 1995; 1995(8): 829-830
DOI: 10.1055/s-1995-5106
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Asymmetric Diels-Alder Reaction Using Oxo(salen)manganese(V) Complex as a Lewis Acid Catalyst

Yuji Yamashita, Tsutomu Katsuki*
  • *Department of Chemistry, Faculty of Science, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812-81, Japan
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Publikationsdatum:
31. Dezember 2000 (online)

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Optically active oxo(salen)manganese(V) complexes were found to serve as chiral Lewis acid catalysts. Although oxo(salen)manganese(V) complexes are strong oxidizing agents, their oxygen atom transfer activity is suppressed at -78°C. For example, Diels-Alder reaction between cyclopentadiene and α-bromoacrolein was promoted by optically active oxo(salen)manganese(V) complex (10) to give the corresponding adduct of 68% ee with high exo selectivity.

(salen)manganese(III) complex - Lewis acid catalyst - Diels-Alder reaction - oxo (salen)manganese(V) complex