Date of Award
Doctor of Philosophy (PhD)
A stereo- and enantio-selective synthesis of lingzhiol has been achieved, mimicking a proposed biogenetic pathway via Brønsted acid-catalyzed semipinacol rearrangement of a 2,3-epoxy alcohol. A new and improved method was developed for alkylation of anilines using a domestic microwave oven. The resulting racemic chiral anilines were resolved via classical resolution and transformed into axially chiral thiazolylidene-based NHC organocatalysts, which were applied to asymmetric benzoin condensation.
Chair and Committee
Vladimir B. Birman
Sharmah Gautam, Krishna, "Biogenetically Inspired Total Synthesis of Lingzhiol. Design and Synthesis of Axially Chiral N-Heterocyclic Carbene Catalysts." (2016). Arts & Sciences Electronic Theses and Dissertations. 1006.