Dienylsulfone functionalization and its application in the synthesis of polypropionate natural products
Abstract
The development of a new methodology for synthesis of enantiopure polypropionate segments via functionalization of 6- and 7-C dienylsulfones is described. By employing this method, the C21–C26 fragment of apoptolidin containing 4 contiguous stereocenters was prepared via 6-membered ring dienylsulfone chemistry, and the C21–C27 fragment of apoptolidin, C1–C7 fragment of discodermolide, and C15–C21 fragment of concanamycin F were synthesized via 7-membered dienylsulfone strategy. The synthesis of three sugar segments of apoptolidin is also described.
Degree
Ph.D.
Advisors
Fuchs, Purdue University.
Subject Area
Organic chemistry
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