Application of the contiguous chiral carbon catalog, approaches to the synthesis of (+)-Pretazettine, Isotamiflu and Discodermolide analogs

Gholam Reza Ebrahimian, Purdue University

Abstract

Vinyl triflate strategy was employed to synthesize an advanced intermediate in our planned synthesis of (+)-Pretazettine. This intermediate has 3 rings of the 5 rings of (+)-Pretazettine. New Tamiflu (Oseltamivir) analogs were designed by Professor Mark Lipton using computational chemistry. Stereoselective allylation of nitrone strategy was used to synthesize the core ring of the Isotamiflu. New strategy for coupling of (+)-Discodermolide fragments was designed and the required alkyne fragment (C8-C13) was synthesized using vinylsulfone chiral carbon catalog.

Degree

Ph.D.

Advisors

Fuchs, Purdue University.

Subject Area

Chemistry

COinS