A FACILE CLEAVAGE OF BENZYLIDENE ACETALS WITH DIISOBUTYLALUMINUM HYDRIDE
- 5 October 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 12 (10) , 1593-1596
- https://doi.org/10.1246/cl.1983.1593
Abstract
Benzylidene acetals of 1,2- and 1,3-glycols are easily cleft by diisobutylaluminum hydride in a toluene solution at 0 °C–room temperature to give the corresponding monobenzyl ethers of the glycols. In general the reaction proceeds excellently in regioselective manner depending on the stereochemical environment.Keywords
This publication has 6 references indexed in Scilit:
- Synthesis of saccharides and related polyhydroxylated natural products. 1. Simple alditolsThe Journal of Organic Chemistry, 1982
- An efficient and stereoselective synthesis of platelet-activating factors and the enantiomers from D- and L- tartaric acidsTetrahedron Letters, 1982
- Asymmetric induction in Diels‐Alder reactions to acrylates derived from chiral sec‐alcohols. Preliminary communicationHelvetica Chimica Acta, 1981
- A mercury mediated route to the mitosenesTetrahedron Letters, 1981
- Reductions with Metal Hydrides. XIII. Hydrogenolysis of Hemithioacetals and Hemithioketals with Lithium Aluminum Hydride-Aluminum ChlorideJournal of the American Chemical Society, 1962
- Reduction with Metal Hydrides. XII. Reduction of Acetals and Ketals with Lithium Aluminum Hydride-Aluminum ChlorideJournal of the American Chemical Society, 1962