404342-43-4Relevant academic research and scientific papers
The total synthesis of both enantiomers of the macrocyclic lactone zearalane
Bracher,Krauss
, p. 4701 - 4704 (2001)
A straightforward approach to both enantiomers of zearalane is described from the enantiomerically pure alkenol (S)-4, prepared by a kinetic enzymatic resolution of the racemate. The key step is a Pd-catalyzed cross-coupling of an arene trifluoromethanesulfonate with a 9-alkyl-9-borabicyclo-[3.3.1]nonane derivative. The two enantiomers 2a and 2b have been obtained in an enantiodivergent manner by macrolactonization of the hydroxy acid (S)-7 with either Gerlach's modification of the Corey lactonization or a Mitsunobu lactonization.
