Catalytic Meerwein−Pondorf−Verley Reduction by Simple Aluminum Complexes
- 27 June 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (15), 2391-2393
- https://doi.org/10.1021/ol0162116
Abstract
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.Keywords
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