| This dissertation describes the synthesis of 3 new small-molecule libraries based on natural products. The first library is based on the Corynanthe family of alkaloid natural products, featuring a Michael addition/cyclization/Pictet-Spengler strategy. The second library is based on the biosynthesis of Mitragynine Pseudoindoxyl and Pumiloside from Strictosidine. Chemo-selective transformations of the indole moiety in the library compounds have been achieved to mimic the biosynthetic process. The third library is based on the total synthesis of 3-Deoxyrosaranolide, in which a modular and parallel synthesis of 16- to 19-membered macrolides and their derivatives has been completed. |
