Graduation Year
2015
Document Type
Campus Only Senior Thesis
Degree Name
Bachelor of Science
Department
Chemistry
Reader 1
David A.Vosburg
Terms of Use & License Information
Rights Information
© 2015 Eun Bin Go
Abstract
A number of natural products isolated from plants in the Endiandra and Beilschmiedia genera contain complex tetracyclic scaffolds, which are believed to be made from linear polyene precursors that undergo electrocyclization cascades. This thesis describes a concise, biomimetic and modular synthetic route to the two types of tetracyclic scaffolds that are found in these natural products. Our strategy employs iterative cross-couplings to prepare a bicyclic intermediate, which can easily be converted into each tetracycle in two more steps. This work features a novel application of Marty Burke’s iterative Suzuki-coupling method for polyene synthesis, and it represents a significant improvement over previous syntheses of endiandric acids.
Recommended Citation
Go, Eun Bin, "Synthesis of the Tetracyclic Scaffolds of the Endiandric Acids" (2015). HMC Senior Theses. 68.
https://scholarship.claremont.edu/hmc_theses/68
This thesis is restricted to the Claremont Colleges current faculty, students, and staff.