Reactions of Vinyloxyboranes. A Convenient Method for the Preparation of β-Hydroxy Thiolesters, Esters and Ketones
- 1 June 1973
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 46 (6) , 1807-1810
- https://doi.org/10.1246/bcsj.46.1807
Abstract
It was found that the reaction of thioboronites with carbonyl compounds and ketene proceeds with the initial formation of vinyloxyboranes (VII). The boranes were found to be important intermediates for the formation of β-hydroxythiolesters by the reaction with various carbonyl compounds. Vinyloxyborane derivatives can be alternatively prepared by the reactions of trialkylboranes and α-diazocarbonyl compounds. The boranes similarly reacted with carbonyl compounds to give β-hydroxyketones and β-hydroxyesters.Keywords
This publication has 6 references indexed in Scilit:
- Reaction of Thioboronite. A Convenient Method for the Preparation of β-HydroxyalkanethioatesBulletin of the Chemical Society of Japan, 1971
- The Reactions of Complexes of Thioboronite with Compounds Containing Carbon-Nitrogen Multiple BondBulletin of the Chemical Society of Japan, 1971
- Alkylation of diazoacetonitrile and ethyl diazoacetate by organoboranes. Synthesis of nitriles and estersJournal of the American Chemical Society, 1968
- The reaction of trialkylboranes with diazoacetone. A new ketone synthesisJournal of the American Chemical Society, 1968
- Addition substituierter Vinyloxyborane an NitrileAngewandte Chemie, 1968
- Reaction of functionally substituted ylides with organoboranesJournal of the American Chemical Society, 1967