A macrocyclic Cu-catalyzed Sonogashira-type cross-coupling reaction has been developed that employs an operationally simple CuCl/phen/Cs 2CO3 catalyst system. Macrocyclizations can be performed at relatively high concentrations witho
Santandrea, Jeffrey,Bedard, Anne-Catherine,Collins, Shawn K.
supporting information
p. 3892 - 3895
(2014/08/18)
The total synthesis of both enantiomers of the macrocyclic lactone zearalane
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.
Bracher,Krauss
p. 4701 - 4704
(2007/10/03)
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