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Catalyzed Addition of Aldehydes to Activated Double Bonds—A New Synthetic Approach
Abstract
In the presence of cyanide ions as catalyst, aromatic and heterocyclic aldehydes can be smoothly added to α,β‐unsaturated ketones, esters, and nitriles in aprotic solvents to form γ‐diketones, 4‐oxo carboxylic esters, and 4‐oxo nitriles. Thiazolium salts in the presence of bases are also suitable catalysts; they permit not only addition of aromatic and heterocyclic aldehydes but also the addition of aliphatic aldehydes.
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Cited by
Organocatalytic Ring-Opening Polymerization
Kamber, N. E., Jeong, W., Waymouth, R. M., Pratt, R. C., Lohmeijer, B. G. G., & Hedrick, J. L. (2007) · Chemical Reviews · doi:10.1021/cr068415b · Cited by 1,489
Organocatalysis: Opportunities and Challenges for Polymer Synthesis
Kiesewetter, M. K., Shin, E. J., Hedrick, J. L., & Waymouth, R. M. (2010) · Macromolecules · doi:10.1021/ma9025948 · Cited by 907
A Dual Lewis Base Activation Strategy for Enantioselective Carbene-Catalyzed Annulations
Izquierdo, J., Orue, A., & Scheidt, K. A. (2013) · Journal of the American Chemical Society · doi:10.1021/ja405833m · Cited by 332
Shee, S., Mukherjee, S., Gonnade, R. G., & Biju, A. T. (2020) · Organic Letters · doi:10.1021/acs.orglett.0c01756 · Cited by 34
Metadata
- Authors
- Stetter, H.
- Venue
- Angewandte Chemie International Edition in English
- Publisher
- Wiley
- Published
- 1976-11
- Volume
- 15
- Issue
- 11
- Pages
- 639-647
- ISSN
- 0570-0833 (ISSN-L)
- OpenAlex
- W2077250079
- Cited by
- 622
- References
- 0
- FWCI
- 7.55
- Type
- journal article
- Language
- en
- Open access
- closed
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- Stetter, H. (1976). Catalyzed Addition of Aldehydes to Activated Double Bonds—A New Synthetic Approach. Angewandte Chemie International Edition in English. https://doi.org/10.1002/anie.197606391
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