Functionality propagation of cross -conjugated dienyl sulfones
Abstract
The development of a large scale procedure for the Jacobsen Epoxidation is described. Use of these now readily available epoxides for the development of a new diene transposition methodology for synthesis of enantiopure polypropionate segments via functionalization of 6- and 7-C dienylsulfones is also depicted. By employing this new method, several natural product fragments containing up to 6 contiguous stereocenters were prepared via 7-membered ring dienylsulfone chemistry. The development of a new method for the preparation of vinyl phosphonates from vinyl sulfones for a net end to end redox is also described as well as the synthesis of the C14–C27 fragment of Apoptolidin.
Degree
Ph.D.
Advisors
Fuchs, Purdue University.
Subject Area
Organic chemistry
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