A model system for the synthesis of lecanindole D and its benzofuran analog
Open Access
Author:
Schrock, Spencer Owen
Area of Honors:
Chemistry
Degree:
Bachelor of Science
Document Type:
Thesis
Thesis Supervisors:
Kenneth S Feldman, Thesis Supervisor Raymond Lee Funk, Thesis Honors Advisor Przemyslaw Maslak, Faculty Reader
Keywords:
lecanindole D organic chemistry synthesis model system benzofuran
Abstract:
This thesis details work towards the total synthesis of lecanindole D, an indole sesquiterpenoid with potent and selective agonist activity toward the progesterone receptor. Phosphoniosilylation and conjugate addition are evaluated for the β-substitution of a sterically hindered enone, applicable towards the total synthesis of lecanindole D. The efforts towards construction of the benzofuran analog of lecanindole D are also given, while the completion of the benzofuran analog model system is ongoing.
