99604-14-5Relevant academic research and scientific papers
Kinetic vs. thermodynamic control in intramolecular diene cyclozirconation: Synthesis of elemol
Taber,Taber, Douglass F.,Wang
, p. 6639 - 6642 (1995)
We predicted (ZINDO) that the major diastereomer from the equilibrating cyclozirconation of the α-terpineol derived diene 1 should be, after oxygenation, the diol 2. We have confirmed this by converting 2 to (+)-elemol 8. The diastereomeric control of the cyclozirconation under kinetic conditions is also striking, providing diol 3.
A STEREOSELECTIVE SYNTHESIS OF (+/-)-ELEMOL VIA AN INTRAMOLECULAR SN2' ESTER ENOLATE ALKYLATION
Kim, Deukjoon,Lim, Joong In,Shin, Kye Jung,Kim, Hak Sung
, p. 6557 - 6558 (2007/10/02)
The monocyclic sesquiterpene, (+/-)-elemol (1) has been synthesized in a highly stereoselective manner by an intramolecular SN2' ester enolate alkylation route.
