Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 12, Issue 1, Pages 41-44Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201601525
Keywords
5-pyrrolidin-2-yltetrazole; aldol reaction; asymmetric catalysts; proline catalyst; water chemistry
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Funding
- JST [23225002]
- ACT-C
- Nippon Pharmaceutical Chemicals Co., Ltd
- Advance Electric Co., Inc.
- Sumitomo Foundation
- Astellas Foundation for Research on Metabolic Disorders
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This is the first report of a successful asymmetric aldol reaction of acetone and 4-nitrobenzaldehyde catalyzed by only 0.01 mol% of proline tetrazole (5-pyrrolidin-2-yltetrazole). Amazingly, 3 mol% of water as an additive has significantly improved the efficiency of the aldol reaction in terms of yield and enantioselectivity, up to a 0.1mol-scale production (up to 99% isolated yield, 84% ee).
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