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

Lutz F. Tietze; Tom Kinzel

doi:10.1351/pac200779040629

Publicly Available Published by De Gruyter January 1, 2009

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

Lutz F. Tietze and Tom Kinzel

From the journal Pure and Applied Chemistry

https://doi.org/10.1351/pac200779040629

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.

Keywords: cephalotaxine; domino reactions; Heck; Pd0- and Pd2+-transformations; Sonogashira; spinosyn A; Stille; Suzuki; Tsuji-Trost; Wacker oxidation

Conference

International Symposium on Chemistry of Natural Products (ISCNP-25) and 5th International Conference on Biodiversity (ICOB-5), International Conference on Biodiversity, International Symposium on the Chemistry of Natural Products, ICOB, ISCNP, Biodiversity, Natural Products, 25th, Kyoto, Japan, 2006-07-23–2006-07-28

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Published Online: 2009-01-01

Published in Print: 2007-01-01

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

Abstract

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References

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