Regioselective Organocadmium Alkylations of Substituted Quinones
- 13 December 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 67 (1) , 242-244
- https://doi.org/10.1021/jo016071d
Abstract
A series of substituted quinones was alkylated with diethylcadmium. Regiochemistry of addition shifted from quinol formation to conjugate addition as a function of the steric and electronic effects of the substituents.Keywords
This publication has 19 references indexed in Scilit:
- Palladium-catalyzed coupling of 2-bromonaphthoquinones with stannanes: a concise synthesis of antibiotics WS 5995 A and C and related compoundsThe Journal of Organic Chemistry, 1991
- Mechanism of conjugate additions of dialkylcuprates to bromonaphthoquinonesThe Journal of Organic Chemistry, 1991
- Sesquiterpene quinones as immunomodulating agentsInternational Journal of Immunopharmacology, 1991
- Selective reactions of carbanions with p-quinones. The aggregate modelThe Journal of Organic Chemistry, 1981
- Synthesis of (±)-eleutherin, (±)-isoeleutherin, and their demethoxy analogues. A novel synthetic approachJournal of the Chemical Society, Chemical Communications, 1981
- Regiochemical control in the Diels-Alder reactions of substituted naphthoquinones. Model studies on a regiospecific approach to adriamycinoneJournal of the American Chemical Society, 1977
- Synthesis of antibacterial p-quinols from marine sponges. Synthetic applications of "masked" quinonesThe Journal of Organic Chemistry, 1977
- Über Vinyl‐naphthochinone‐(1.4)European Journal of Inorganic Chemistry, 1967
- Quinol Intermediates in the Oxidation of Phenols and Their Rearrangements1Journal of the American Chemical Society, 1957
- A QUALITATIVE COLOR TEST FOR THE GRIGNARD REAGENTJournal of the American Chemical Society, 1925