Synthetic studies toward apoptolidin and its analogues

Youngsoon Kim, Purdue University

Abstract

The C21-27 fragment was synthesiszed by employing Fuchs group’s unique starting material 1,3-cycloheptadienyl 2-phenylsulfone 2.16, three different C14-20 fragments were prepared. After assembling the C14-20 and C21-27 fragments, an efficient and stereoselective approach, lactol directed osmylation, was used to construct the carbon-19,20 stereocenters to prepare four Apoptolidin diastereomeric diol derivatives from a single allylic lactol. Other variants of the carbon 14-27 fragment to be coupled with the polyene segment were synthesiszed.

Degree

Ph.D.

Advisors

Fuchs, Purdue University.

Subject Area

Organic chemistry

COinS