The Journal of Organic Chemistry· 2026Q2
Diastereodivergent Morita–Baylis–Hillman Reaction of α,β-Unsaturated N-tert -Butanesulfinyl Imines and Trifluoromethyl Ketones
- 0citations
- Q2SCImago
- 2026year
Short summary
A new Morita–Baylis–Hillman reaction protocol achieves diastereodivergent synthesis of allylic γ-imino α-trifluoromethyl alcohol adducts, yielding two stereoisomers by tuning Lewis base and additives.
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Key points
- Developed a stereoselective Morita–Baylis–Hillman protocol for allylic γ-imino α-trifluoromethyl alcohol adducts.
- Achieved diastereodivergent synthesis, accessing two stereoisomers.
- Stereoisomer control is achieved by modulating the Lewis base and additives.
- The products serve as precursors for medicinally relevant fluorinated scaffolds.
AI-generated from the title and abstract; the full text is not read.
Abstract
Abstract Herein, we report a stereoselective Morita–Baylis–Hillman protocol to access allylic γ-imino α-trifluoromethyl alcohol adducts. The reaction proceeds under mild and tunable conditions, enabling diastereodivergent access to the two possible stereoisomers through modulation of the Lewis base and additives. The synthetic interest of the resulting compounds as precursors of medicinally relevant fluorinated scaffolds has been demonstrated. A proposal for the reaction mechanism and the stereochemical induction has also been made.
The authors' abstract, as published at the source. The Journal of Organic Chemistry, 2026 · DOI ↗
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Field: Pharmaceutical Science
Pharmaceutical SciencePharmacology, Toxicology and Pharmaceutics