Organometallic Reactions in Aqueous Media. Indium-Mediated 1,3-Butadien-2-ylation of Carbonyl Compounds
- 5 October 2000
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (22) , 3469-3471
- https://doi.org/10.1021/ol000239k
Abstract
Indium-mediated coupling of 1,4-dibromo-2-butyne with carbonyl compounds in aqueous media gave good yields of the 1, 3-butadien-2-ylmethanols.Keywords
This publication has 28 references indexed in Scilit:
- Indium-Mediated Organometallic Reactions in Aqueous Media: The Nature of the Allylindium IntermediateJournal of the American Chemical Society, 1999
- Buta-2,3-dienylstannanes, effective reagents for regioselective buta-1,3-dienylation of aldehydes and acetalsChemical Communications, 1999
- Barbier-Type Allylation of Aldehydes and Ketones with Metallic Lead in Aqueous MediaSynthetic Communications, 1997
- Chiral Synthesis via Organoboranes. 44. Racemic and Diastereo- and Enantioselective Homoallenylboration Using Dialkyl 2,3-Butadien-1-ylboronate Reagents. Another Novel Application of the Tandem Homologation−Allylboration StrategyThe Journal of Organic Chemistry, 1996
- Use of gem-Borazirconocene Alkanes in the Regioselective Synthesis of .alpha.-Allenic Boronic Esters and Conversion of the Latter to Dienes and TrienesThe Journal of Organic Chemistry, 1995
- The Atom Economy—A Search for Synthetic EfficiencyScience, 1991
- A Convenient Route to 2-Lithio-1,3-butadiene from Chloroprene via 2-Stannyl-1,3-butadieneBulletin of the Chemical Society of Japan, 1985
- INTRAMOLECULAR ALLYLATION OF CARBONYL COMPOUNDS. A NEW METHOD FOR FIVE AND SIX MEMBERED RING FORMATIONChemistry Letters, 1984
- Allylation of aldehydes and ketones in the presence of water by allylic bromides, metallic tin, and aluminumOrganometallics, 1983
- Reaction of 2-(1,3-butadienyl)magnesium chloride with carbonyl compounds and epoxides. A regioselectivity studyThe Journal of Organic Chemistry, 1979