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Catalytic Meerwein−Pondorf−Verley Reduction by Simple Aluminum Complexes

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journal contribution
posted on 27.06.2001, 00:00 by E. Joseph Campbell, Hongying Zhou, SonBinh T. Nguyen
Catalytic MPV reduction was successfully carried out using simple aluminum precatalysts. Alkylaluminum reagents were converted to a low-aggregation aluminum alkoxide that was highly active for the MPV reduction of several carbonyl substrates in high yield (50−99%) using iPrOH as the reducing agent. A high degree of cis/trans selectivity was achieved in the reduction of 2-methylcyclohexanone (cis/trans = 20/80) by iPrOH. When chiral hydride sources were utilized in the reduction of 2-chloroacetophenone, high enantioselectivity (68−80% ee) was observed.

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