Unexpected Surprise in the Reactions of Acetals and Trialkylsilyl Chloride (R<sub>3</sub>SiCl): Efficient Deprotection of Aromatic Acyclic Acetals
The reaction of acetals with trialkylsilyl chloride (R<sub>3</sub>SiCl) leads to the deprotection of the acetal group, resulting in the corresponding carbonyl compounds. Notably, aromatic dialkyl acetals yield the corresponding parent aromatic aldehydes and ketones in good yields. The reaction conditions are very mild, allowing many acid-labile functional groups to survive without any problems. Additionally, we clarified the reaction mechanism through an NMR study.
Authors
- Shinobu Takizawa (ORCID: https://orcid.org/0000-0002-9668-1888)
- Muthu Karuppasamy
- Koji Morimoto (ORCID: https://orcid.org/0000-0001-5019-5158)
- Mohamed S. H. Salem (ORCID: https://orcid.org/0000-0002-8919-095X)
- Hiromichi Fujioka
- Ishani Uditha Wedage
Institutions
- Suez Canal University (EG)
- Ritsumeikan University (JP)
- The University of Osaka (JP)
Publication Details
- Journal
- Chemical and Pharmaceutical Bulletin
- Published
- 2025-04-22
- DOI
- https://doi.org/10.1248/cpb.c24-00837
- Primary Topic
- Chemical Synthesis and Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00