Application of the Chloro Ketal Claisen Reaction to the Total Synthesis of Squalene
- 1 November 1970
- journal article
- Published by Proceedings of the National Academy of Sciences in Proceedings of the National Academy of Sciences
- Vol. 67 (3) , 1465-1467
- https://doi.org/10.1073/pnas.67.3.1465
Abstract
A short, highly stereoselective (over 97%) synthesis of all-trans squalene is described. Starting with succinaldehyde, a tetraenedichlorodione having the complete squalene skeleton with the four internal trans olefinic bonds has been developed in four steps involving a sequence of two double Claisen rearrangements. Three simple operations convert this intermediate into squalene.Keywords
This publication has 1 reference indexed in Scilit:
- A Short Stereoselective Synthesis of Cecropia Juvenile HormoneProceedings of the National Academy of Sciences, 1970