A useful synthetic equivalent of an acetone enolate
Abstract
2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed with zinc, aldol products were isolated in protected form as the corresponding MOM-enol ethers. (C) 2009 Elsevier Ltd. All rights reserved.
Keywords:
Allylation / Aldehydes / Indium / Zinc / Aldol reaction / WaterSource:
Tetrahedron Letters, 2009, 50, 48, 6709-6711Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
DOI: 10.1016/j.tetlet.2009.09.113
ISSN: 0040-4039
WoS: 000271410800025
Scopus: 2-s2.0-70349992636
Collections
Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Maslak, Veselin AU - Tokić-Vujošević, Zorana AU - Ferjančić, Zorana AU - Saičić, Radomir PY - 2009 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1026 AB - 2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed with zinc, aldol products were isolated in protected form as the corresponding MOM-enol ethers. (C) 2009 Elsevier Ltd. All rights reserved. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Tetrahedron Letters T1 - A useful synthetic equivalent of an acetone enolate VL - 50 IS - 48 SP - 6709 EP - 6711 DO - 10.1016/j.tetlet.2009.09.113 ER -
@article{ author = "Maslak, Veselin and Tokić-Vujošević, Zorana and Ferjančić, Zorana and Saičić, Radomir", year = "2009", abstract = "2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed with zinc, aldol products were isolated in protected form as the corresponding MOM-enol ethers. (C) 2009 Elsevier Ltd. All rights reserved.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Tetrahedron Letters", title = "A useful synthetic equivalent of an acetone enolate", volume = "50", number = "48", pages = "6709-6711", doi = "10.1016/j.tetlet.2009.09.113" }
Maslak, V., Tokić-Vujošević, Z., Ferjančić, Z.,& Saičić, R.. (2009). A useful synthetic equivalent of an acetone enolate. in Tetrahedron Letters Pergamon-Elsevier Science Ltd, Oxford., 50(48), 6709-6711. https://doi.org/10.1016/j.tetlet.2009.09.113
Maslak V, Tokić-Vujošević Z, Ferjančić Z, Saičić R. A useful synthetic equivalent of an acetone enolate. in Tetrahedron Letters. 2009;50(48):6709-6711. doi:10.1016/j.tetlet.2009.09.113 .
Maslak, Veselin, Tokić-Vujošević, Zorana, Ferjančić, Zorana, Saičić, Radomir, "A useful synthetic equivalent of an acetone enolate" in Tetrahedron Letters, 50, no. 48 (2009):6709-6711, https://doi.org/10.1016/j.tetlet.2009.09.113 . .