Synthesis of natural products and analogs using multiple Pd-catalyzed transformations

Tietze, Lutz F.; Kinzel, Tom

doi:10.1351/pac200779040629

Pure Appl. Chem., 2007, Vol. 79, No. 4, pp. 629-650

http://dx.doi.org/10.1351/pac200779040629

Synthesis of natural products and analogs using multiple Pd-catalyzed transformations

Lutz F. Tietze and Tom Kinzel

Institute of Organic and Biomolecular Chemistry, Georg-August-University, 37077-Göttingen, Germany

Abstract: Palladium-catalyzed transformations are of great importance in modern synthetic organic chemistry. The vast number of reactions that can be catalyzed by Pd⁰- as well as Pd²⁺-complexes in combination with the relative stability of the intermediates offers the intriguing opportunity of carrying out multiple consecutive bond-forming processes. They can be even performed in a domino fashion and in the presence of chiral ligands to allow the efficient preparation of almost enantiopure compounds. In this article, the use of double Heck, Tsuji-Trost-Heck, and Wacker-Heck reactions for the total syntheses of estradiol, spinosyn A analogs, cephalotaxine, and vitamin E is described.

Errata to this article were published in:

Pure Appl. Chem., 2009, Vol. 81, No. 4, pp. 777