(<i>Z</i>)-selective methoxy group-embedded Weinreb amide-type Horner–Wadsworth–Emmons reaction promoted by magnesium cation
Abstract Herein, a methoxy group-embedded Weinreb amide-type Horner–Wadsworth–Emmons reaction was developed for providing the functionally rich α,β-unsaturated carbonyl compounds. This reaction, promoted by magnesium cation, afforded the corresponding (Z)-alkenes from various substrates—including aliphatic and aromatic aldehydes—in high yields with satisfactory stereoselectivity. The elongated products, formed using the newly designed reagent, were easily converted into an α,β-unsaturated ketone, an α-keto-Weinreb amide, and further elongated compounds.
Authors
- Isamu Shiina
- Hisazumi Tsutsui (ORCID: https://orcid.org/0009-0009-2371-8035)
- Takatsugu Murata (ORCID: https://orcid.org/0000-0002-3933-8928)
- Daiki Usukura (ORCID: https://orcid.org/0009-0004-3465-4552)
Institutions
- Tokyo University of Science (JP)
Publication Details
- Journal
- Chemistry Letters
- Published
- 2025-06-24
- DOI
- https://doi.org/10.1093/chemle/upaf119
- Primary Topic
- Phosphorus compounds and reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Suntory Foundation for Life Sciences