Alkylation of 2-Lithio-1,3-dithianes with Arenesulfonates of Primary Alcohols
Dieter Seebach*, Eva-Maria Wilka
*Laboratory of Organic Chemistry, Wolfgang-Paulistrasse 10, HCI H331,
8093 Zuerich, Switzerland, Email: seebach
org.chem.ethz.ch
D. Seebach, E.-M. Wilka, Synlett, 1976, 476-477.
DOI: 10.1055/s-1976-24092
Abstract
Benzenesulfonates of primary alcohols react smoothly with lithio derivatives of 1,3-dithiane and 2-phenyl-1,3-dithiane at room temperature to give 2-alkyl derivatives in high yields.
see article for more examples
Comments
Tosylates give lower yields due to competing deprotonation of the methyl group.
Dieter Seebach, October 25, 2007
Key Words
1,3-Dithianes, Corey-Seebach Reaction
ID: J66-Y1976-070
